ES2814379T3 - Composition to inhibit microorganisms - Google Patents

Abstract

A composition for inhibiting microorganisms in which the composition comprises at least 30% by weight of compound X, in which compound X is in accordance with Formula (I): ** (See formula) ** in which R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof.

Description

DESCRIPTION

Composition to inhibit microorganisms

Field of the invention

The present invention relates to a composition for inhibiting microorganisms, as well as related processes, formulations, concentrates and uses.

Background of the invention

Preservation of household formulations, such as cosmetic formulations, extends their shelf life and therefore provides a higher value for money for consumers. Additionally, preservatives prevent consumers from spreading germs around their home or on themselves and thus provide health benefits. Antimicrobial actives are well described in the art and there are many available that provide excellent performance.

Klug et al. in document US-2012 / 0100085A1 (2012, Clariant) describe liquid compositions containing a) from 5 to 95% by weight of sorbitan monocaprylate and b) from 5 to 95% by weight of one or more alcohols of the formula (1 ) described there. Klug et al. discuss in §4 the objective of keeping the total amount of active antimicrobial alcohols low in cosmetic, dermatological or pharmaceutical formulation and finding a dermatologically and toxicologically harmless substance that supports the antimicrobial action of antimicrobial active alcohols synergistically. Klug et al. they then go on to state that sorbitan monocaprylate already known and used in cosmetics as a surfactant and emulsifier has been found to satisfy exactly these conditions.

However, there is a desire to provide a range of sophisticated preservation systems whereby excellent antimicrobial performance is provided while keeping active preservation levels to a minimum. In line with the statements of Klug et al., Many of the well-known preservative actives that have excellent efficacy are not preferred, eg, due to lower consumer acceptance, health concerns, or due to regulatory restrictions. The levels of such assets may also be (legally) restricted for the same reasons. Additionally, there is a desire that all elements of conservation systems meet sustainability goals and ensure that household formulations are as environmentally friendly as possible.

Therefore, there is a need to provide even more sophisticated preservation systems, and elements thereof, that provide excellent antimicrobial effects and yet are highly accepted by consumers, pose no health or regulatory concerns, and have a excellent sustainability and ecological profiles.

Summary of the invention

In a first aspect, the present invention relates to a composition for inhibiting microorganisms in which the composition comprises at least 30% by weight of compound X, in which compound X is according to Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof.

Detailed description of the invention

Definitions and general

As used herein, which includes all embodiments of all aspects of the present invention, the following definitions apply unless specifically stated otherwise. All percentages are by weight (w / w) of the total composition. All relationships are weight relationships. "% by weight" means percentage by weight. References to 'parts' eg a mixture of 1 part X and 3 parts Y, is a weight ratio. "QS" or "QSP" means an amount sufficient for 100% or 100 g. / -indicates the standard deviation. All intervals are inclusive and combinable. The number of significant digits does not convey a limitation on the quantities indicated or on the precision of the measurements. It is understood that all numerical quantities are modified by the term "approximately". It is understood that all measurements are made at 23 ° C and under ambient conditions, where "ambient conditions" means at 1 atmosphere (atm) pressure and 50% relative humidity. "Relative humidity" refers to the ratio (expressed as a percentage) of the moisture content of the air compared to the level of saturated humidity at the same temperature and pressure. Relative humidity can be measured with a hygrometer, in particular a probe hygrometer from VWR® International. As used herein "min" means "minute" or "minutes". As used herein "mole" means moles. As used herein "g" after a number means "gram" or "grams". "Ex." means "example". All amounts related to listed ingredients are based on active level ('solids') and do not include carriers or by-products that may be included in commercially available materials. As used herein, "comprising" means that other steps and other ingredients can be added. "Comprising" encompasses the terms "consisting of" and "consisting essentially of". The compositions, formulations, procedures, uses, kits and processes of the present invention may comprise, consist and consist essentially of the elements and limitations of the invention described herein, as well as any of the ingredients, additional or optional components, steps or limitations described herein. The embodiments and aspects described herein may comprise or be combinable with elements, features or components of other embodiments and / or aspects although not expressly exemplified in combination, unless an incompatibility is established. "In at least one embodiment" means that one or more embodiments, optionally all embodiments or a large subset of embodiments, of the present invention have the feature described below. When quantity ranges are given, these should be understood as the total amount of said ingredient in the composition, or when more than one species falls within the scope of the ingredient definition, the total amount of all ingredients that meet that definition. , in composition. For example, if the composition comprises 1% to 5% fatty alcohol, then a composition comprising 2% stearyl alcohol and 1% cetyl alcohol and no other fatty alcohol would fall within this scope.

"Molecular weight" or "M.Wt." or "MW" and grammatical equivalents mean the number average molecular weight.

The "viscosity" is measured at 25 ° C using a HAAKE VT 550 rotary viscometer with cooling / heating vessel and sensor systems according to DIN 53019 at a shear rate of 12.9 s-1.

"Soluble in water" refers to any material that is sufficiently soluble in water to form a visually clear solution at a concentration of 0.1% by weight of the material in water at 25 ° C. The term "water insoluble" refers to any material that is not "water soluble".

"Dry" or "substantially dry" means comprising less than 5%, less than 3% or, less than 2%, less than 1%, or about 0% of any compound or composition in liquid form when measured at 25 ° C under ambient conditions. Such compounds or compositions that are in liquid form include water, oils, organic solvents, and other wetting agents. "Anhydrous" means that the composition comprises less than 5%, less than 3%, or less than 2%, less than 1%, or about 0% of water by total weight of the composition.

"Substantially free of" means less than 1%, or less than 0.8%, or less than 0.5%, or less than 0.3%, or about 0%, by total weight of the composition or formulation.

"Derivatives" include, but are not limited to, amide, ether, ester, amino, carboxyl, acetyl, acid, salt, and / or alcohol derivatives of a given compound. In at least one embodiment, "derivatives thereof" means the amide, ether, ester, amino, carboxyl, acetyl, acid, salt, and alcohol derivatives.

"Monomer" means a discrete, unpolymerized chemical moiety capable of undergoing polymerization in the presence of an initiator or any suitable reaction that creates a macromolecule, eg, such as polycondensation, polyaddition, anionic or cationic polymerization. "Unit" means a monomer that has already been polymerized, that is, it is part of a polymer.

"Polymer" means a chemical formed from the polymerization of two or more monomers. The term "polymer" will include all materials made by the polymerization of monomers, as well as natural polymers. Polymers made from only one type of monomer are called homopolymers. Herein, a polymer comprises at least two monomers. Polymers made from two or more different types of monomers are called copolymers. The distribution of the different monomers can be random, alternating, or block (ie, block copolymer). The term "polymer" used herein includes any type of polymer that includes homopolymers and copolymers.

"Kit" means a package comprising a plurality of components. "Kit" may be referred to as a "kit of parts". An example of a kit is, for example, a first composition and a second composition packaged separately and optionally instructions for application.

"Styling polymer" means a hair setting polymer that forms a film on a surface, ie, a film-forming polymer. 'Styling polymer' and 'film-forming polymer' are used interchangeably in the art. In the context of hair science, this surface is the surface of individual hair fibers or a plurality of them. The styling polymer makes the hair fibers stick together to form welds, which are cross-links that provide the retention benefit. Together these welds form a 'hair net' to provide hair volume and retention benefits to the consumer. When the weld web is effectively formed, the retention and bulk benefits can last all day and offer good resistance to ambient moisture.

Explanation and benefits provided by the invention

The present invention relates to a composition for inhibiting microorganisms wherein the composition comprises compound X. Compound X refers to a specific type of fatty N-methylcyclic glucamide. Surprisingly, it has now been discovered that such specific fatty cyclic N-methyl glucamides are capable of inhibiting the growth of microorganisms.

Zech in US-2993887 (1961, Atlas Powder Company) describes "heterocyclic amides" and mentions that they can be "useful as chemical intermediates, emulsifiers, wetting and dispersing agents, dyeing assistants, antistatic agents, corrosion inhibitors, detergents, textile softeners and lubricants, lubricant additives ". A generic formula (I) is described in column 1 of Zech having R, R1 and R2 substituents, each of which can be selected from a very extensive list of possible options. Zech claim 1 requires that R correspond to the empirical formula (C6Hs (OH) 3O). There is no clear and unequivocally derivable description in Zech of the present invention, neither from a chemical structure perspective nor from a purpose and effect perspective. Furthermore, the structures described in the dependent claims by Zech, as well as the description of the materials used in the examples by Zech, teach the person skilled in the art to depart from the present invention.

Piggott in US-1985424 (1934, ICI) describes "textile auxiliaries" and "POLYHYDROXYALKYL ALKYLAMIDES ALKYLENE OXIDE DERIVATIVES". There is no clear and unequivocally derivable description in Piggott of the present invention, neither from a chemical structure perspective nor from a purpose and effect perspective. In particular, there is no explicit description in Piggott of the specific type of fatty cyclic N-methyl glucamide claimed herein.

Yutaka et al. in JPH0753988 (1995, Lion) describes a detergent composition. There is no clear and unequivocally derivable description in Yutaka of the present invention, neither from a chemical structure perspective nor from a purpose and effect perspective.

Connor et al. in WO-92/06070 (1992, P&G) describes a HIGH CATALYST PROCESS FOR GLUCAMIDE DETERGENTS. There is no clear and unequivocal description derivable in Connor of the present invention, neither from a chemical structure perspective nor from a purpose and effect perspective. Furthermore, one of ordinary skill in the art is taught from the final clauses of Connor claims 2 and 3 to avoid cyclic glucamide compounds.

The specific fatty cyclic N-methyl glucamides claimed herein are short alkyl chain polyols and represent amphiphilic compounds. The hydrophobic alkyl chain and hydrophilic head group lead compound X to the interfaces of the oil / water, water / air, or water / phospholipid layers. The surface tension is thus reduced. This allows interaction with cell walls, eg, of microorganisms, and plays an important synergistic role in the mechanism of action of traditional preservatives. Compound X can stabilize oil / water interfaces, eg, by emulsifying or solubilizing hydrophobic ingredients in polar solvents or by modifying the viscosity of surfactant-based systems / surfactant solutions.

Regulatory restrictions in the field of preservatives have led to a smaller toolbox for formulators to effectively preserve their formulations. Synthetic and petroleum-based ingredients are under public scrutiny for many reasons, eg sustainability, safety, impurities, non-environmentally friendly processes, waste generation, slow biodegradability, bad reputation among consumers. Lesser amounts of preservatives should be supported / enhanced in their preservation efficacy to provide sufficient protection against contamination of the formulation with microorganisms. Preservative boosters are used to bridge the gap in efficacy due to a reduction in the level of classical preservative used and increase the efficacy of preservatives synergistically. Commonly used preservative boosters are poorly soluble in water or completely insoluble in water. This makes it difficult to formulate, as most formulations contain a large amount of water. Solubilizers may have to be used to maintain the ingredient in the formulation. Through the present invention, the cost of solubilizers can be saved, reducing formulation complexity and reducing the need for storage of more ingredients.

In fact, the present invention provides excellent performance and provides the formulator with an excellent choice when deciding on a means of preserving the formulation. The specific type of fatty cyclic N-methyl glucamides of the present invention inhibit the growth of microorganisms, thus expanding the options for formulators. In fact, compound X is: soluble in water and can be dissolved 1% in water to obtain a clear solution. Similarly, 10% water can be dissolved in 90% of a composition of compound X to obtain a clear solution; is stable in a pH range of 4 to 10 due to the amide bond, which offers a superior stability compared to commonly used asters; it can be synthesized in a cost effective reaction without the need for process aids (during amidation). Another advantage lies in the fact that compound X is a viscous liquid and therefore can be easily used in a wide variety of different formulations. Furthermore, the specific type of fatty cyclic N-methyl glucamides of the present invention are based on the renewable raw materials glucose and fatty acids, which offer a more sustainable solution that is also more sustainable than commonly used boosters such as ethylhexylglycerin (EHG). or octanediol. Additionally, glucose is more readily available than many other sugars and the ingredients are highly understood and accepted by consumers. Furthermore, the specific type of fatty cyclic N-methyl glucamides of the present invention offers many other benefits. Due to their surfactant-like structure, they can act as a hydrotrope and also as a wetting agent. They can also act as emulsifiers due to their high HLB non-ionic surfactant type structure and as solubilizers for the same reason.

Details of the invention and its aspects are provided hereinafter.

First appearance

The first aspect refers to a composition for inhibiting microorganisms in which the composition comprises at least 30% by weight of compound X, in which compound X is according to Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. In at least one embodiment, the composition comprises a total amount of compound X that is at least 30% by weight by total weight of the composition.

The specific compound X is a type of fatty cyclic N-methyl glucamide. Formula (I) encompasses multiple species of such specific fatty cyclic N-methyl glucamides wherein R is a hydrocarbon chain which may be saturated or unsaturated and must have seven or nine carbon atoms. In at least one embodiment, the composition comprises at least 30% by weight of compound X, wherein compound X is a combination of compounds C7 and C9 according to Formula (I). In at least one embodiment, compound X is a mixture of different compounds according to Formula (I) wherein R is - (CH2) sCH3 or - (CH2) 6CH3.

In at least one embodiment, the composition comprises at least 40%, preferably at least 50%, more preferably at least 60%, even more preferably 70% by weight, even more preferably at least 80% by weight, most preferably at least less 90% by weight of compound X.

In at least one embodiment, the composition comprises a single compound X according to Formula (I) and wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms. In other words, the composition can comprise only one type of compound X according to Formula (I), where R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms. Such a pure composition has the benefit that chemical interactions with other ingredients can be more easily predicted. Furthermore, it is more desirable to consumers when an ingredient refers to a type of molecule rather than a more complex mixture.

It may be desirable for the composition to comprise a minimal amount of a particular species of compound X according to Formula (I), where R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms. In at least one embodiment, the composition comprises at least 15% by weight of compound X, wherein compound X is in accordance with Formula (I):

where R is - (CH2) 8CH3 or - (CH2) 6CH3. In at least one embodiment, the composition comprises at least 30% by weight, preferably at least 40% by weight, preferably at least 50% by weight, more preferably at least 60% by weight, even more preferably 70% by weight, even more preferably at least 80% by weight, most preferably at least 90% by weight of compound X according to Formula (I), wherein R is - (CH2) bCH3 or - (CH2) 6CH3.

In at least one embodiment, compound X is a mixture of different compounds according to Formula (I) wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, preferably wherein the weight ratio C7: C9 is 3: 7 to 7: 3, preferably 4: 6 to 6: 4. It is desirable that a mixture of different compounds be employed since purification steps can be avoided and / or more varied starting materials can be used. In fact, higher purity typically correlates with higher waste. Therefore, a mixture of compounds can provide economic benefits.

In at least one embodiment, the composition is an aqueous solution.

In at least one embodiment, the composition comprises a solvent. In at least one embodiment, the composition comprises a solvent, wherein the solvent comprises water and / or alcohol. The solvent is useful in providing the compounds used in the present invention in liquid form. In at least one embodiment, the solvent is cosmetically acceptable. In at least one embodiment, the composition comprises at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight of water. Water is useful for economic reasons, but also because it is cosmetically acceptable. Optionally, the composition comprises water-miscible or water-soluble solvents such as lower alkyl alcohols. In at least one embodiment, the composition comprises C ¹ -C ⁵ alkyl monohydric alcohols, preferably C ² -C ³ alkyl alcohols. The alcohols that may be present are in particular lower monohydric or polyhydric alcohols having 1 to 4 carbon atoms commonly used for cosmetic purposes, such as preferably ethanol and isopropanol.

Optionally, the composition comprises a water soluble polyhydric alcohol. In at least one embodiment, the water-soluble polyhydric alcohols are polyhydric alcohols that have two or more hydroxyl groups in the molecule. In at least one embodiment, the water-soluble polyhydric alcohol is selected from the group consisting of: dihydric alcohols such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane, 1,2,6-hexanetriol, and the like; tetrahydric alcohols such as pentarithritol; Pentahydric alcohols such as xylitol, etc .; hexahydric alcohols such as sorbitol, mannitol; polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; dihydric alcohol alkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol ethyl ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether ethylene glycol diethyl ether, ethylene glycol dibutyl ether; alkyl ethers of dihydric alcohol such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, butyl diethylene glycol ether, diethylene glycol methyl ethyl ether, monomethyl triethylene glycol ether, monoethyl triethyleneglycol ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; Dihydric alcohol ethereal esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diadipate, ethylene glycol ether disuccinate, diethyl ethylene glycol acetate monobutyl ether, diethyl ethylene glycol acetate, diethyl ether monobutyl acetate , propylene glycol acetate monomethyl ether, propylene glycol acetate monoethyl ether, propylene glycol acetate monopropyl ether, propylene glycol acetate monophenyl ether; glycerol monoalkyl ethers such as xyl alcohol, selakyl alcohol, bathyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch, sugar, maltose, xylitose, starch, reduced sugar alcohol, glycolide, tetrahydrofurfuryl alcohol, tetrahydrofurfuryl alcohol POE, butyl ether POP POE, tripolyoxypropylene glycerin ether, glycerin ether POP, glycerin ether phosphoric acid POP, pentanerithritol ether POP POE, and mixtures thereof.

In a preferred embodiment, the composition comprises a solvent selected from the group consisting of water, glycols, ethanol, and combinations thereof.

In a preferred embodiment, the composition comprises an aqueous, alcoholic or aqueous-alcoholic solvent, and wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3- propylene. glycol, isobutanol, butanol, butyl glycol, butyl diglycol, glycerol, or a mixture thereof; preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, or mixtures thereof; more preferably wherein the aqueous, alcoholic, or aqueous-alcoholic solvent comprises water, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, or mixtures thereof; even more preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent consists of water or consists of a mixture of water and an alcohol wherein the alcohol is selected from the group consisting of isopropanol, 1,2-propylene glycol and 1, 3-propylene glycol.

Natural solvents can also be used. In at least one embodiment, the composition comprises a solvent selected from the group consisting of vegetable oil, honey, sugar compositions derived from plants, and mixtures. thereof.

In at least one embodiment, the composition is a pumpable liquid. In at least one embodiment, the composition is paste-like.

In at least one embodiment, the viscosity of the composition is from 1 mPa.s to 20,000 mPa.s.

In at least one embodiment, the composition is the composition, in addition to compound X, is substantially free of any antimicrobial active. Antimicrobial actives are discussed in more detail in the third aspect. Example embodiments of the first aspect:

In a preferred embodiment, the first aspect refers to a composition for inhibiting microorganisms in which the composition comprises at least 60% by weight of compound X, in which compound X is according to Formula (I):

wherein R is - (CH2) 8CH3 or - (CH2) 6CH3 or a mixture thereof; and wherein the composition is an aqueous solution.

Second aspect

A second aspect refers to a process for synthesizing the composition according to the first aspect comprising:

(a) Contacting N-methyl-glucamine with octanoic acid, decanoic acid, or a mixture thereof, to form a reaction mixture;

(b) Heating the reaction mixture to boil any water;

(c) Allow the reaction mixture to react for at least 1 hour;

(d) Optionally isolating a composition according to the first aspect.

N-methyl-glucamine, octanoic acid, and decanoic acid are available from Sigma-Aldrich.

"Reaction mixture" is to be understood as a mixture of starting materials and optionally any solvent or other materials used or useful for the reaction. In at least one embodiment, the N-methyl-glucamine is added as an aqueous solution. In at least one embodiment, the reaction mixture in step (a) comprises water. In at least one embodiment, the heating in step (b) occurs by heating the reaction mixture to at least 100 ° C, more preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably from 120 ° C to 150 ° C.

In at least one embodiment, the heating in step (b) occurs under vacuum. In at least one embodiment, the vacuum conditions are at least 0.002 mPa.s of pressure.

In at least one embodiment, step (c) occurs for at least 2 hours, more preferably at least 3 hours, even more preferably at least 4 hours, most preferably at least 6 hours.

In at least one embodiment, step (c) occurs at least at 100 ° C, more preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably at 120 ° C to 180 ° C, which more preferably 140 ° C to 170 ° C.

In at least one embodiment, step (c) occurs with stirring and under nitrogen gas.

During the synthesis process, various by-products can form. Examples include, for example, a compound according to Formula (2):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. Another example of a by-product is a compound according to Formula (3):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. Compounds according to formulas (2) and (3) are typically generated in the process at low levels, eg, less than 10% by weight by total weight of the composition. Compounds according to Formulas (2) and (3) may also have antimicrobial activity.

Other by-products that can be generated include: cyclic N-methyl glucamine fatty esters; Linear fatty N-methyl-glucamides; Linear fatty N-methyl-diglucamides (i.e. two glucose moieties as the polar head group).

Example embodiments of the second aspect:

In at least one embodiment, the second aspect relates to a process for synthesizing the composition according to the first aspect comprising:

(a) Providing a hot melt of N-methyl-glucamine at a temperature of at least 100 ° C;

(b) Contacting the hot melt of N-methyl-glucamine with octanoic acid, decanoic acid, or a mixture thereof, to form a reaction mixture;

(c) Heating the reaction mixture to evaporate any water, preferably by heating the reaction mixture to at least 100 ° C, more preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably from 120 ° C to 150 ° C;

(d) Allowing the reaction mixture to react for at least 1 hour, preferably for at least 2 hours, more preferably at least 3 hours, even more preferably at least 4 hours, most preferably at least 6 hours;

(e) Optionally isolating a composition according to the first aspect.

In at least one embodiment, the method comprises:

(a) Providing an aqueous solution of N-methyl-glucamine;

(b) Creating a hot melt of N-methyl-glucamine at a temperature of at least 100 ° C by evaporating the water from the aqueous solution of N-methyl-glucamine;

(c) Contacting the hot melt of N-methyl-glucamine with octanoic acid, decanoic acid, or a mixture thereof, to form a reaction mixture;

(d) Heating the reaction mixture to at least 100 ° C, preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably from 120 ° C to 150 ° C;

(e) Allow the reaction mixture to react for at least 1 hour, preferably at least 2 hours, plus preferably at least 3 hours;

(f) Optionally isolate a composition according to the first aspect.

In at least one embodiment, the method comprises:

(a) Providing an aqueous solution of N-methyl-glucamine;

(b) Creating a hot melt of N-methyl-glucamine at a temperature of at least 100 ° C by evaporating the water from the aqueous solution of N-methyl-glucamine;

(c) Contacting the hot melt of N-methyl-glucamine with octanoic acid, decanoic acid or a mixture thereof, to form a reaction mixture, where the contact occurs at a temperature of at least 100 ° C, preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably 120 ° C to 150 ° C;

(d) Allowing the reaction mixture to react for at least 1 hour, preferably at least 2 hours, more preferably at least 3 hours; and at a temperature of at least 100 ° C, preferably at least 110 ° C, even more preferably at least 115 ° C, even more preferably from 120 ° C to 150 ° C; and with stirring and under nitrogen gas;

(e) Optionally isolating a composition according to the first aspect.

Third aspect

A third aspect refers to a preservative concentrate that comprises:

- compound X, in which compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof; Y

- an antimicrobial active.

In at least one embodiment, compound X is a mixture of compounds according to Formula (I) wherein R is - (CH2) 8CH3 or - (CH2) 6CH3.

In at least one embodiment, the concentrate comprises from 1% by weight to 99% by weight, or from 5% by weight to 90% by weight, or from 5% by weight to 95% by weight, or from 20% by weight. to 80% by weight, or from 30% by weight to 80% by weight of compound X.

In at least one embodiment, the concentrate comprises from 1% by weight to 99% by weight, or from or from 5% by weight to 95% by weight, 10% by weight to 95% by weight, or from 20% by weight. to 80% by weight, or from 20% by weight to 70% by weight of active antimicrobial.

In at least one embodiment, the weight ratio of compound X to antimicrobial active is 1: 9 to 9: 1.

In at least one embodiment, the antimicrobial active is selected from the group consisting of: aromatic alcohols, organic acids and salts thereof, compounds according to Formula (P), alkyl diols, halogenated compounds, isothiazolinones, preservation boosters and combinations thereof; where formula (P) is as follows:

in which

R ^{1 '} is independently selected from H, an unsubstituted or halogen-substituted, branched or unbranched ^{C 1} -C ^{20 alkyl radical, an unsubstituted or halogen-substituted C 5} -C ⁸ cycloalkyl radical, a C ^{6 -aryl aryl radical} C ¹⁰ unsubstituted or substituted with halogen or a C ⁷ -C ²⁰ unsubstituted or substituted halogen aralkyl radical, branched or unbranched;

R ^{2 '} is O or S,

R ^{3 '} is H or a C ¹ -C ⁴ - alkyl radical;

X ⁺ is a cation.

Preferably R ^{3 '} is methyl

In at least one embodiment, the aromatic alcohols are selected from the group consisting of benzyl alcohol, phenoxyethanol, veratryl alcohol, propylene phenoxyethanol, phenethyl alcohol, phenylpropanol, vanillin, 2-methyl-1-phenyl-2-propanol, and combinations thereof. .

In at least one embodiment, the organic acids and their salts are selected from the group consisting of benzoic acid, sorbic acid, dehydroacetic acid, lactic acid, salicylic acid, p-anisic acid, undecylenic acid, glycolic acid, propionic acid, and combinations of the same.

In at least one embodiment, the compound according to Formula (P) is selected from the group consisting of 2-hydroxypyridine-N-oxide, 2-pyridinethiol-1-oxide and their salts, 1-hydroxy-4-methyl- 6- (2,4,4-trimethylpentyl) -2 (1H) -pyridone and its salts (preferably the monoethanolamine salt), and their combinations. Formula (P) describes and encompasses the tautomeric equivalents of these compounds since there is always an equilibrium. In at least one embodiment, the compound according to Formula (P) is Octopirox.

In at least one embodiment, the alkyl diols are selected from the group consisting of 1,2-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-octanediol, 1,2-decanediol, methylpropanediol, and combinations of the same.

In at least one embodiment, the halogenated compounds are selected from the group consisting of chlorhexidine and its salts, triclosan, chlorphenesin, trichlorcarban, chloroxylenol, iodoproprinyl butylcarbamate, Bonopol, climbazole, and combinations thereof.

In at least one embodiment, the isothiazolinones are selected from the group consisting of methylisothiazolinone, methylchloroisothiazolinone, benzyl isothiazolinone, and combinations thereof.

In at least one embodiment, the preservation booster is selected from the group consisting of ethylhexylglycerol, sorbitan capillarylate, isosorbide capillarylate, glyceryl capillarylate, glyceryl undecylenate, and combinations thereof.

In at least one embodiment, the preservation booster is ethylhexylglycerol.

In at least one embodiment, the antimicrobial active is selected from preservatives and preservatives. In at least one embodiment, the preservative is selected from the group consisting of aromatic alcohols, acids organics and salts thereof, hydroxypyridones, alkyl diols, halogenated compounds, isothiazolinones, and combinations thereof.

In at least one embodiment, the preservative is selected from the group consisting of hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1 H) -pyridone, benzoic acid, phenethyl alcohol, benzyl alcohol, phenoxyethanol, salts thereof, and combinations thereof.

In at least one embodiment, the preservative concentrate comprises:

- compound X, in which compound X is in accordance with Formula (I):

- where R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof; Y

- at least one preservation booster; Y

- at least one preservative, in which the preservative is preferably selected from the group consisting of aromatic alcohols, organic acids and their salts, hydroxypyridones, alkyl diols, halogenated compounds, isothiazolinones and combinations thereof.

Preferably, the preservation booster is selected from the group consisting of ethylhexylglycerol, sorbitan capillary, isosorbide capillary, glyceryl capillary, glyceryl undecylenate, and combinations thereof.

Preferably, the preservative concentrate comprises:

- compound X, in which compound X is in accordance with Formula (I):

- wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof; preferably where R is - (CH ² ) ⁸ CH ³ or - (CH ² ) ⁶ CH ³ ; Y

- sorbitan monocaprylate; Y

- Benzyl alcohol.

In at least one embodiment, the concentrate is substantially free of a preservation booster.

In at least one embodiment, the concentrate is an aqueous solution.

In at least one embodiment, the concentrate comprises solvent. In at least one embodiment, the concentrate comprises a solvent, wherein the solvent comprises water and / or alcohol. The solvent is useful in providing the compounds used in the present invention in liquid form. In at least one embodiment, the solvent is cosmetically acceptable. In at least one embodiment, the concentrate comprises at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight of water. Water is useful for economic reasons, but also because it is cosmetically acceptable. Optionally, the concentrate comprises water-miscible or water-soluble solvents such as lower alkyl alcohols. In at least one embodiment, the concentrate comprises ^{monohydric C 1} -C ⁵ alkyl alcohols, preferably C ² -C ³ alkyl alcohols. The alcohols that may be present are in particular lower monohydric or polyhydric alcohols having 1 to 4 carbon atoms commonly used for cosmetic purposes, such as preferably ethanol and isopropanol.

Optionally, the concentrate comprises a water soluble polyhydric alcohol. In at least one embodiment, the water-soluble polyhydric alcohols are polyhydric alcohols that have two or more hydroxyl groups in the molecule. In at least one embodiment, the water-soluble polyhydric alcohol is selected from the group consisting of: dihydric alcohols such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane, 1,2,6-hexanetriol, and the like; tetrahydric alcohols such as pentarithritol; Pentahydric alcohols such as xylitol, etc .; hexahydric alcohols such as sorbitol, mannitol; polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; dihydric alcohol alkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol ethyl ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether ethylene glycol diethyl ether, ethylene glycol dibutyl ether; alkyl ethers of dihydric alcohol such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, butyl diethylene glycol ether, diethylene glycol methyl ethyl ether, monomethyl triethylene glycol ether, monoethyl triethyleneglycol ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; Dihydric alcohol ethereal esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diadipate, ethylene glycol ether disuccinate, diethyl ethylene glycol acetate monobutyl ether, diethyl ethylene glycol acetate, diethyl ether monobutyl acetate , propylene glycol acetate monomethyl ether, propylene glycol acetate monoethyl ether, propylene glycol acetate monopropyl ether, propylene glycol acetate monophenyl ether; glycerol monoalkyl ethers such as xyl alcohol, selakyl alcohol, bathyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch, sugar, maltose, xylitose, starch, reduced sugar alcohol, glycolide, tetrahydrofurfuryl alcohol, tetrahydrofurfuryl alcohol POE, butyl ether POP POE, tripolytic acid POP POE ether, glycerin ether POP, glycerin ether phosphoric acid POP, pentanerithritol ether POP POE and mixtures thereof.

In a preferred embodiment, the concentrate comprises a solvent selected from the group consisting of water, glycols, ethanol, and combinations thereof.

In a preferred embodiment, the concentrate comprises an aqueous, alcoholic or aqueous-alcoholic solvent, and wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3- propylene. glycol, isobutanol, butanol, butyl glycol, butyl diglycol, glycerol, or a mixture thereof; preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, or mixtures thereof; more preferably wherein the aqueous, alcoholic, or aqueous-alcoholic solvent comprises water, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, or mixtures thereof; even more preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent consists of water or consists of a mixture of water and an alcohol wherein the alcohol is selected from the group consisting of isopropanol, 1,2-propylene glycol and 1, 3-propylene glycol.

Natural solvents can also be used. In at least one embodiment, the concentrate comprises a solvent selected from the group consisting of vegetable oil, honey, sugar compositions derived from plants, and mixtures thereof.

In at least one embodiment, the concentrate comprises additives common in cosmetology, pharmacy, and dermatology, hereinafter referred to as auxiliaries. In at least one embodiment, the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film formers, superfatting agents, stabilizers, biogenic active substances, glycerol, preservatives, pearlizing agents, colorants and fragrances, solvents , opacifiers, functional acids and also protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes, and / or vehicles / solvents. Preferably, the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film formers, superfatting agents, stabilizers, biogenic active substances, glycerol, pearlizing agents, colorants, fragrances, opacifiers, functional acids, derivatives of proteins such as gelatin, collagen hydrolysates, polypeptides of natural or synthetic origin, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes and combinations thereof.

In at least one embodiment, the concentrate comprises water-soluble vitamins and their derivatives, water-soluble amino acids and their salts and / or derivatives, viscosity modifiers, colorants, solvents or non-volatile diluents (soluble and insoluble in water), auxiliaries pearlescent, thickeners, foam boosters, additional surfactants or non-ionic co-surfactants, pediculicides, pH adjusting agents, perfumes, preservatives, chelators, proteins, skin active agents, sunscreens, UV absorbers, vitamins, niacinamide, caffeine , minoxidil, and combinations thereof. In at least one embodiment, the concentrate comprises from 0% by weight to 5% by weight of vitamins and amino acids, by total weight of the concentrate. The concentrate may also comprise pigment materials such as inorganic, nitroso, monoazo, disazo, carotenoid, triphenyl methane, triaryl methane, xanthene, quinoline, oxazine, azine, anthraquinone, indigoid, thionindigoid, quinacridone, phthalocyanine, botanical, colors natural, including: water soluble components such as those having IC Designations The concentrate may comprise from 0% by weight, preferably from 0.0001% by weight to 5% by weight of pigment materials.

Example embodiments of the third aspect:

In at least one embodiment, the third aspect relates to a preservative concentrate consisting of:

- compound X, in which compound X is in accordance with Formula (I):

- where R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof; Y

- an antimicrobial active;

- optionally a solvent;

- optionally an auxiliary, in which the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film-formers, overfatting agents, stabilizers, biogenic active substances, glycerol, pearling agents, colorants, fragrances, opacifiers , functional acids, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes and combinations of the same.

In at least one embodiment, the third aspect relates to a preservative concentrate consisting of:

- at least 15% by weight of a compound X, in which compound X is according to Formula (I)

- in which compound X is a mixture of compounds according to formula (I) in which R is - (CH2) 8CH3 or - (CH2) 6CH3; Y

- at least 10% by weight of an antimicrobial active;

- optionally at least 75% by weight of solvent;

- optionally an auxiliary, in which the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film-formers, overfatting agents, stabilizers, biogenic active substances, glycerol, pearling agents, colorants, fragrances, opacifiers , functional acids, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes and combinations of the same.

In at least one embodiment, the third aspect relates to a preservative concentrate consisting of:

- at least 15% by weight of a compound X, in which compound X is according to Formula (I)

- in which compound X is a mixture of compounds according to formula (I) in which R is - (CH2) 8CH3 or - (CH2) 6CH3; Y

- a preservative, wherein the preservative is selected from the group consisting of hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1 H) -pyridone, benzoic acid, phenethyl alcohol, benzyl alcohol , phenoxyethanol, salts thereof and combinations thereof;

- optionally a solvent;

- optionally an auxiliary, in which the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film-formers, overfatting agents, stabilizers, biogenic active substances, glycerol, pearling agents, colorants, fragrances, opacifiers , functional acids, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes and combinations of the same.

In at least one embodiment, the third aspect relates to a preservative concentrate consisting of:

- at least 15% by weight of a compound X, in which compound X is according to Formula (I)

- in which compound X is a mixture of compounds according to formula (I) in which R is - (CH2) 8CH3 or - (CH2) 6CH3; Y

- at least 10% by weight of a preservative, wherein the preservative is selected from the group consisting of hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1 H) -pyridone, acid benzoic, phenethyl alcohol, benzyl alcohol, phenoxyethanol, salts thereof, and combinations thereof;

- optionally a solvent;

- optionally an auxiliary, in which the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film-formers, overfatting agents, stabilizers, biogenic active substances, glycerol, pearling agents, colorants, fragrances, opacifiers , functional acids, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes and combinations of the same.

Fourth aspect

A fourth aspect concerns the use of compound X as a preservative booster or as an antimicrobial agent, in which compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. Preferably compound X is a mixture of compounds according to Formula (I) wherein R is - (CH2) 8CH3 or - (CH2) 6CH3.

At least one embodiment relates to the use of compound X as an antifungal agent, in which compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. Preferably compound X is a mixture of compounds according to Formula (I) wherein R is - (CH2) 8CH3 or - (CH2) 6CH3.

An alternative embodiment of the fourth aspect relates to the use of compound X as an emulsifier or solubilizer, in which compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. Preferably compound X is a mixture of compounds according to Formula (I) wherein R is - (CH2) 8CH3 or - (CH2) 6CH3.

Fifth aspect

A fifth aspect relates to a method for reducing the effects of microorganisms, wherein the method comprises adding the composition according to the first aspect to an antimicrobial active to form a formulation. In at least one embodiment, the formulation is in accordance with the sixth aspect.

In at least one embodiment, the level of composition added to the formulation is 0.001% by weight to 20% by weight, preferably 0.01% by weight to 10% by weight, more preferably 0.1% by weight. to 5% by weight, by total weight of the formulation.

Sixth aspect

A sixth aspect refers to a formulation comprising a compound X according to Formula (I)

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. In at least one embodiment, the formulation comprises from 0.001% by weight to 20% by weight, preferably from 0.01% by weight to 10% by weight, more preferably from 0.1% by weight to 5% by weight of compound. X, in total weight of the formulation. Preferably compound X is a mixture of compounds according to Formula (I) wherein R is - (CH ² ) ⁸ CH ³ or - (CH ² ) ⁶ CH ³ .

In at least one embodiment, the formulation comprises the composition according to the first aspect and / or the concentrate according to the third aspect.

In at least one embodiment, the formulation is selected from the group consisting of cosmetic formulations and household cleaning formulations.

In at least one embodiment, the formulation is a formulation selected from the group consisting of shampoo, body wash, facial cleanser, cleansing masks, bubble bath, bath oil, cleansing milk, micellar water, makeup remover, cleansing wipes, perfume. , soaps, shaving soaps, shaving foams and cleaning foams.

In at least one embodiment, the formulation is a cosmetic formulation for cleansing hair and / or skin.

In at least one embodiment, the formulation is an aqueous solution.

In at least one embodiment, the formulation comprises a solvent. In at least one embodiment, the formulation comprises a solvent, wherein the solvent comprises water and / or alcohol. The solvent is useful in providing the compounds used in the present invention in liquid form. In at least one embodiment, the solvent is cosmetically acceptable. In at least one embodiment, the formulation comprises at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight of water. Water is useful for economic reasons but also because it is cosmetically acceptable. Optionally, the formulation comprises water-miscible or water-soluble solvents such as lower alkyl alcohols. In at least one embodiment, the formulation comprises C ¹ -C ⁵ alkyl monohydric alcohols, preferably C ² -C ³ alkyl alcohols. The alcohols that may be present are in particular lower monohydric or polyhydric alcohols having 1 to 4 carbon atoms commonly used for cosmetic purposes, such as preferably ethanol and isopropanol.

Optionally, the formulation comprises a water soluble polyhydric alcohol. In at least one embodiment, the water-soluble polyhydric alcohols are polyhydric alcohols that have two or more hydroxyl groups in the molecule. In at least one embodiment, the water-soluble polyhydric alcohol is selected from the group consisting of: dihydric alcohols such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane, 1,2,6-hexanetriol, and the like; tetrahydric alcohols such as pentarithritol; Pentahydric alcohols such as xylitol, etc .; hexahydric alcohols such as sorbitol, mannitol; polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; dihydric alcohol alkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol ethyl ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether, ethylene glycol ether ethylene glycol diethyl ether, ethylene glycol dibutyl ether; alkyl ethers of dihydric alcohol such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, butyl diethylene glycol ether, diethylene glycol methyl ethyl ether, monomethyl triethylene glycol ether, monoethyl triethyleneglycol ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; Dihydric alcohol ethereal esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diadipate, ethylene glycol ether disuccinate, diethyl ethylene glycol acetate monobutyl ether, diethyl ethylene glycol acetate, diethyl ether monobutyl acetate , propylene glycol acetate monomethyl ether, propylene glycol acetate monoethyl ether, propylene glycol acetate monopropyl ether, propylene glycol acetate monophenyl ether; glycerol monoalkyl ethers such as xyl alcohol, selakyl alcohol, bathyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch, sugar, maltose, xylitose, starch, reduced sugar alcohol, glycolide, tetrahydrofurfuryl alcohol, tetrahydrofurfuryl alcohol POE, butyl ether POP POE, tripolytic acid butyl ether POP POE, tripolytic acid POP POE ether, glycerin ether POP, glycerin ether phosphoric acid POP, pentanerithritol ether POP POE and mixtures thereof.

In a preferred embodiment, the formulation comprises a solvent selected from the group consisting of water, glycols, ethanol, and combinations thereof.

In a preferred embodiment, the formulation comprises an aqueous, alcoholic or aqueous-alcoholic solvent, and wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3- propylene. glycol, isobutanol, butanol, butyl glycol, butyl diglycol, glycerol, or a mixture thereof; preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, or mixtures thereof; more preferably wherein the aqueous, alcoholic, or aqueous-alcoholic solvent comprises water, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, or mixtures thereof; even more preferably wherein the aqueous, alcoholic or aqueous-alcoholic solvent consists of water or consists of a mixture of water and an alcohol in which the alcohol is selected from the group consisting of isopropanol, 1,2-propylene glycol and 1, 3-propylene glycol.

Natural solvents can also be used. In at least one embodiment, the formulation comprises a solvent selected from the group consisting of vegetable oil, honey, sugar compositions derived from plants, and mixtures thereof.

In at least one embodiment, the formulation comprises additives common in cosmetology, pharmacy, and dermatology, hereinafter referred to as auxiliaries. In at least one embodiment, the auxiliary is selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film formers, superfatting agents, stabilizers, biogenic active substances, glycerol, preservatives, pearlizing agents, colorants and fragrances, solvents , opacifiers, functional acids and also protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic based polypeptides, egg yolk, lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic action, enzymes, and / or vehicles / solvents.

In at least one embodiment, the formulation comprises water-soluble vitamins and their derivatives, water-soluble amino acids and their salts and / or derivatives, viscosity modifiers, colorants, solvents or non-volatile diluents (soluble and insoluble in water), auxiliaries pearlescent, thickeners, foam boosters, additional surfactants or non-ionic co-surfactants, pediculicides, pH adjusting agents, perfumes, preservatives, chelators, proteins, skin active agents, sunscreens, UV absorbers, vitamins, niacinamide, caffeine , minoxidil, and combinations thereof. In at least one embodiment, the formulation comprises from 0% by weight to 5% by weight of vitamins and amino acids, by total weight of the formulation. The formulation may also comprise pigment materials such as inorganic, nitroso, monoazo, disazo, carotenoid, triphenyl methane, triaryl methane, xanthene, quinoline, oxazine, azine, anthraquinone, indigoid, thionindigoid, quinacridone, phthalocyanine, botanical, natural colors, which include: water soluble components such as those with IC designations The formulation may comprise 0% by weight, preferably 0.0001% by weight to 5% by weight of pigment materials.

In at least one embodiment, the formulation comprises an oily substance, which is any fatty substance that is liquid at room temperature (25 ° C). In at least one embodiment, the formulation comprises an oily substance selected from the group consisting of linear, branched or cyclic, volatile or non-volatile silicone oils, optionally with organic modification; phenylsilicones; silicone resins and silicone rubbers; mineral oils such as paraffin oil or petrolatum oil; oils of animal origin such as perhydrosculent, lanolin; Plant-based oils such as liquid triglycerides, for example, sunflower oil, corn oil, soybean oil, rice oil, jojoba oil, babusscu oil, pumpkin oil, grapeseed oil, sesame oil, oil walnut, apricot oil, macadamia oil, avocado oil, sweet almond oil, lady's robe oil, castor oil, caprylic / capric acid triglycerides, olive oil, peanut oil, rapeseed oil, oil argan, abyssinian oil and coconut oil; synthetic oils such as purcellin oil, isoparaffins, linear and / or branched fatty alcohols and fatty acid esters, preferably guerbet alcohols having 6 to 18, preferably 8 to 10 carbon atoms; ^{linear (C 6} -C ¹³ ) fatty acid esters with linear (C ⁶ -C ²⁰ ) fatty alcohols; esters of ^{branched (C 6} -C ¹³ ) carboxylic acids with linear (C ⁶ -C ²⁰ ) fatty alcohols, linear (C ⁶ -C ¹⁸ ) fatty acid esters with branched alcohols, especially 2-ethylhexanol; linear and / or branched fatty acid esters with polyhydric alcohols (such as dimerdiol or trimerdiol, for example) and / or guerbet alcohols; triglycerides based on fatty acids (C ⁶ -C ¹⁰ ); esters such as dioctyl adipate, diisopropyl dimer dilinoleate; propylene glycols / dicaprylate or waxes such as beeswax, paraffin wax or microwaxes, alone or in combination with hydrophilic waxes, such as cetylstearyl alcohol, for example; fluorinated and perfluorinated oils; fluorinated silicone oils; mixtures of the compounds mentioned above.

In at least one embodiment, the formulation comprises a nonionic co-emulsifier. In at least one embodiment, the nonionic coemulsifier is selected from adducts of 0 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols having 8 to 22 carbon atoms, with fatty acids having 12 to 22 carbon atoms, with alkylphenols having 8 to 15 carbon atoms in the alkyl group, and with sorbitan or sorbitol esters; monoesters and diesters of fatty acids (C ¹² -C ¹⁸ ) of adducts of 0 to 30 mol of ethylene oxide with glycerol; glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and, where appropriate, their ethylene oxide adducts; adducts of 15 to 60 mol of ethylene oxide with castor oil and / or hydrogenated castor oil; polyol esters and especially polyglycerol esters, such as polyglyceryl polyglycinoleate and poly-12-hydroxystearate polyglyceryl, for example. Likewise, mixtures of compounds of one or more of these classes of substances are suitable. Examples of suitable ionogenic co-emulsifiers include anionic emulsifiers, such as mono-, di- or triphosphoric esters, but also cationic emulsifiers such as mono-, di- and tri-alkyl quaternaries and their polymeric derivatives.

In at least one embodiment, the formulation comprises a cationic polymer. Suitable cationic polymers include those known under the INCI designation "Polyquaternium", especially Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquaternium-22, Polyquaternium-39, Polyquaternium-28, Polyquaternium-2, Polyquaternium-10, Polyquaternium-11, and also Polyquaternium 37 and mineral oil and PPG trideceth (Salcare SC95), PVP-dimethylaminoethyl methacrylate copolymer, guarhydroxypropyltriammonium chlorides, and also calcium alginate and ammonium alginate. It is also possible to use derivatives of cationic cellulose; cationic starch; copolymers of diallylammonium salts and acrylamides; quaternized vinylpyrrolidone / vinylimidazole polymers; condensation products of polyglycols and amines; quaternized collagen polypeptides; quaternized wheat polypeptides; polyethyleneimines; cationic silicone polymers, such as amidomethicones, for example; copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine; polyaminopolyamide and derivatives of cationic chitin, such as chitosan, for example.

In at least one embodiment, the formulation comprises a superfatting agent. As superfatting agents, it is possible to use substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, the latter simultaneously serving as foam stabilizers. Available humectants include, for example, isopropyl palmitate, glycerol, and / or sorbitol.

In at least one embodiment, the formulation comprises a stabilizer. As a stabilizer, it is possible to use metal salts of fatty acids, such as magnesium, aluminum and / or zinc stearate, for example.

In at least one embodiment, the formulation comprises a care additive. The formulations can be mixed with ceramides, pseudoceramides, N-alkylpolyhydroxyalkylamides of fatty acids, cholesterol, esters of fatty acids and cholesterol, fatty acids, triglycerides, cerebrosides, phospholipids, panthenol and similar substances as a care additive.

In at least one embodiment, the formulation comprises an antifungal substance. In at least one embodiment, the antifungal substance is selected from the group consisting of ketoconazole, oxiconazole, bifonazole, butoconazole, cloconazole, clotrimazole, econazole, enilconazole, fenticonazole, isoconazole, miconazole, sulconazole, tioconazole, fluconazole, itraconazole, itraconazole, itraconazole, itraconazole itraconazole, itrazol, naftifine and terbinafine, zinc pyrithione, octopirox, and combinations thereof. In at least one embodiment, the formulation comprises a total amount of antifungal substance in the formulation of 0.1% by weight to 1% by weight. In at least one embodiment, the formulation comprises anti-dandruff pyridinethione particles, eg, the 1-hydroxy-2-pyridinethione salts, are highly preferred particulate anti-dandruff agents. The concentration of anti-dandruff pyridinethione particles can vary from 0.1% by weight to 4% by weight, by total weight of the formulation, preferably from 0.1% by weight to 3% by weight, more preferably from 0.3% by weight to 2% by weight. Preferred pyridinethione salts include those formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum, and zirconium, preferably zinc, more preferably the zinc salt of 1-hydroxy-2-pyridinethione (referred to as "pyridinethione of zinc "or" ZPT "), more preferably 1-hydroxy-2-pyridinethione salts in the form of platelet particles. Salts formed from other cations, such as sodium, may also be suitable. Pyridinethione anti-dandruff agents are described, for example, in US-2,809,971; US 3,236,733; US 3,753,196; US-3,761,418; US-4,345,080; US-4,323,683; US-4,379,753; and US-4,470,982. It is contemplated that when ZPT is used as the anti-dandruff particle in the formulations herein, that hair growth or regrowth may be stimulated or regulated, or both, or that hair loss may be reduced or inhibited, or that the hair may appear thicker or fuller

Functional acids are acidic substances that are used to impart clinical functionality to the skin or hair after application. Suitable functional acids include alpha hydroxy acids, beta hydroxy acids, lactic acid, retinoic acid, and the like.

In at least one embodiment, the formulation comprises an astringent. In at least one embodiment, the astringent is selected from the group consisting of magnesium oxide, aluminum oxide, titanium dioxide, zirconium dioxide, zinc oxide, oxide hydrates, aluminum oxide hydrate (boehmite), and hydroxide, calcium, magnesium, aluminum, titanium, zirconium or zinc hydrochlorides. In at least one embodiment, the formulation comprises from 0.001% by weight to 10% by weight, or from 0.01% by weight to 9% by weight, or from 0.05% by weight to 8% by weight, or 0.1% by weight to 5% by weight of astringent.

In at least one embodiment, the formulation comprises a deodorizing agent. In at least one embodiment, the deodorizing agent is selected from the group consisting of allantoin, bisabolol, and combinations thereof. In at least one embodiment, the formulation comprises from 0.001% by weight to 10% by weight, or from 0.01% by weight to 9% by weight, or from 0.05% by weight to 8% by weight, or 0.1% by weight to 5% by weight of deodorizing agent.

In at least one embodiment, the formulation comprises a sunscreen agent and / or UV filter. Suitable sunscreen agents and UV filters are described in WO-2013 / 017262A1 (published February 7, 2013), from page 32, line 11 to the end of page 33. In at least one embodiment , the sunscreen agent and / or UV filter is selected from the group consisting of 4-amino benzoic acid, 3- (4'-trimethylammonium) -benzylide-boran-2-on-methylsulfate, benzalkonium camphor methosulfate, 3, 3,5-trimethylcyclohexylsalicylate, 2-hydroxy-4-methoxybenzophenone, 2-phenylbenzimidazole-5-sulfonic acid and potassium, sodium- and its salts of triethanolamine, acid 3,3 '- (1,4-phenylenedimethine) -bis- ( 7,7-dimethyl-2-oxobicyclo [2.2.1] -heptane-1-methanesulfonic acid) and its salts, 1- (4-tert-butylphenyl) -3- (4-methoxyphenyl) propan-1,3-dion, 3 - (4'-sulfo) -benzylidene-bornane-2-one its salts, 2-cyan-3, 3-diphenylacrylic acid (2-ethylhexyl ester), polymers of N- [2 (and 4) - (2-oxoborn- 3-ylidenemethyl) benzyl] -acrylamide, 4-methoxy-cinnamic acid 2-ethylhexyl ester, ethyl-4-amino-benzoate ethoxy ado, 4-methoxy-cinnamic acid isoamyl ester, 2,4,6-tris- [p- (2-ethylhexyloxycarbonyl) anilino] -1,3,5-triazine, 2- (2H-benzotriazol-2-yl) -4 -methyl-6- (2-methyl-3- (1,3,3,3-tetramethyl-1 - (trimethylsilyloxy) -disiloxanyl) -propyl) phenol, 4,4 '- [(6- [4 - (( 1,1-dimethylethyl) -aminocarbonyl) phenylamino] -1,3,5-triazin-2,4-yl) diimino] bis- (benzoic acid2-ethylhexyl ester), 3-benzophenone, 4-benzophenone (acic), 3 ( 4'-methylbenzylidene) -D, L-camphor, 3-benzylidene-camphor, salicylic acid2-ethylhexyl ester, 4-dimethyl aminobencuric acid2-ethylhexyl ester, hydroxy-4-methoxybenzophenone-5 sulfonic and its sodium salts, 4-isopropylbenzyl salicylate, N , N, N-trimethyl-4- (2-oxoborn-3-ylidenemethyl) anilium methyl sulfate, homosalate (INN), oxybenzone (INN), 2-phenylbenzimidazole-5-sulfonic acid and its sodium, potassium and triethanolamine salts, octylmethoxycinnamic acid, isopentyl-4-methoxy cinnamic acid, isoamyl-p-methoxy cinnamic acid, 2,4,6-trianilino- (p-carbo-2'-ethylhexyl-1'-oxy) -1,3,5-triazine (octyltriazone) phenol, acid 2,2 ( 2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1,3,3,3-tetramethyl-1- (trimethylsilyl) oxy) -disiloxanyl) propyl (drometrizol trisiloxane) benzyl, 4,4 - ((6 - (((1,1-dimethylethyl) amino) carbonyl) phenyl) amino) -1,3,5-triazine-2,4-diyl) diimino) bis, bis (2-ethylhexyl acid ) benzoic) ester, 4,4 - ((6 - (((1,1-dimethylethyl) amino) -carbonyl) phenyl) amino) -1,3,5-triazine-2,4-diyl) diimino) bis, bis (2-ethylhexyl) ester), 3- (4'-methylbenzylidene) -D, L-camphor (4-methylbenzylidene camphor), benzylidene-camphor-sulfonic acid, octocrylene, polyacrylamidomethyl-benzylidene-camphor, 2-ethylhexyl salicylate ( octyl salicylate), 4-dimethyl-aminobenzoeacidethyl-2-hexylester (octyl dimethyl PABA), PEG-25 PABA, 2-hydroxy-4-methoxybenzo-phenone-5-sulfonic acid (5-benzophenone) and the sodium salt thereof , 2,2'-methylene-bis-6- (2H-benzotriazol-2-yl) -4- (tetramethyl-butyl) -1,1,3,3-phenol, the sodium salt of 2-2 'acid -bis- (1,4-phenylene) 1 H-benzimidazole-4,6-disulfonic, (1,3,5) -triazine-2,4-bis ((4- (2-ethyl-hexyloxy) -2- hydroxy) -phenyl) -6- (4-methoxy phenyl), 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, glyceryl octanoate, di-p-methoxy cinnamic acid, pamino-benzoic acid and its ester, 4-tert-butyl-4'-methoxydibenzoylmethane , 4- (2-p-glucopyranoxy) propoxy-2-hydroxybenzophenone, octyl salicylate, methyl 2,5-diisopropyl cinnamic acid, cinoxate, dihydroxy-dimethoxybenzophenone, 2,2'-dihydroxy-4,4'- disodium salts Dimethoxy-5,5'-disulfobenzophenone, dihydroxybenzophenone, 1,3,4-dimethoxyphenyl-4, 4-dimethyl-1,3-pentanedione, 2-ethylhexyl-dimethoxybenzylidene-dioxoimidazolidinepropionate, tetramethylbutylphenolmethylene-bis-phenylbenzteibtrasulfonate, ethyleneimidazolidinebenzteibtrasulfonate methoxyphenol-triazine, tetrahydroxybenzophenone, terephthalylidenedicamphoresulfonic acid, 2,4,6-tris [4,2-ethylhexyloxycarbonyl) anilino] -1,3,5-triazine, methyl-bis (trimethylsiloxy) silyl-isopentyl trimethoxy cinnamic acid, amyl amyl-p-dimethylaminobenzoate, p-dimethylamino benzoate, 2-ethylhexyl-p-dimethylaminobenzoate, isopropyl-p-methoxy cinnamic acid / acid ester diisopropyl cinnamic acid, 2-ethylhexyl-p-methoxy cinnamic acid, 2-hydroxy-4-methoxybenzophenone acid, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and the trihydrate, sodium salt 2-hydroxy-4-methoxybenzophenone-5- sulfonate, phenyl-benzimidazole sulfonic acid, and combinations thereof. In at least one embodiment, the formulation comprises from 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, even more preferably from 0.1% by weight to 3% by weight, most preferably 0.05% by weight to 1% by weight of sunscreen agent and / or UV filter. In at least one embodiment, the formulation comprises a photoresist in an amount of 0.01 to 10% by weight, or 0.1 to 5% by weight, more preferably 0.2 to 2% by weight. Suitable photoresist substances include, in particular, all the photoresists specified in EP1084696A1 (L'OREAL), which is incorporated herein by reference. In a preferred embodiment, the photoresist is selected from the group consisting of 2-ethylhexyl 4-methoxycinnamate, methyl methoxycinnamate, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, polyethoxylated p-aminobenzoates, and combinations thereof.

In at least one embodiment, the formulation comprises an antioxidant. In at least one embodiment, the antioxidant is selected from the group consisting of amino acids, peptides, sugars, imidazoles, carotenoids, carotenes, chlorogenic acid, lipoic acid, thiols, thiol glycosyl esters, thiol N-acetyl esters, thiol methyl esters, thiol ethyl esters, thiol propyl esters, thiol amyl esters, thiol butyl esters, thiol lauryl esters, thiol palmitoyl esters, thiol oleyl esters, thiol linoleyl esters, thiol cholesteryl esters, thiol glyceryl esters, thiodipropionate thiodipropionate dilaurio-thio-dipropionate chelators, hydroxy acids, fatty acids, folic acids, vitamin C, tocopherol, vitamin A, stilbenes, derivatives and combinations thereof. In at least one embodiment, the antioxidant is selected from the group consisting of glycine, histidine, tyrosine, tryptophan, urocaninic acid, D, L-carnosine, D-carnosine, L-carnosine, beta-carotene, alpha-carotene, lycopene, dihydrolipoic acid, aurothioglucose, propylthiouracil, thioredoxin, glutathione, cysteine, cystine, cystamine, butioninsulphoximine, homocysteinsulphoximine, butioninsulfone, penta-, hexa-, heptathioninsulfoximine, hydroxyfatty acids, palmitic acid, lactiferous acid, phytic acid, lactopherin acid , humic acid, bile acid, bilirubin, biliverdin, EDTA, EGTA, linoleic acid, linolenic acid, oleic acid, butylhydroxyanisole, trihydroxybutyrophenone, ubichinon, ubichinol, ascorbylpalmitate, Mg-ascorbyl phosphate, vitamin E-acetate, vitamin E acetate carnosine, mannose, ZnO, ZnSO4, selenium methionine, stilbenes, superoxide dismutase, and combinations thereof. In at least one embodiment, the antioxidant is selected from the group consisting of vitamin A, vitamin A derivatives, vitamin E, vitamin E derivatives, and combinations thereof. In at least one embodiment, the formulation comprises from 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, even more preferably from 0.1% by weight to 3% by weight, more preferably 0.05% by weight to 1% by weight of antioxidant.

In at least one embodiment, the formulation comprises a dye or pigment. In at least one embodiment, the formulation comprises at least one pigment. Suitable colorants and pigments are described in WO2013 / 017262A1 in the table spanning pages 36 to 43. These can be color pigments that impart color effects to the mass of the product or hair, or they can be effect pigments. luster that impart luster effects to the mass of the product or to the hair. The effects of color or shine on the hair are preferably temporary, that is, they last until the next hair wash and can be removed again by washing the hair with regular shampoos. In at least one embodiment, the formulation comprises a total amount of from 0.01% by weight to 25% by weight, preferably from 5% by weight to 15% by weight of pigment. In at least one embodiment, the particle size of the pigment is 1 micron to 200 microns, preferably 3 microns to 150 microns, more preferably 10 microns to 100 microns. Pigments are colorants that are practically insoluble in the application medium, and can be inorganic or organic. Inorganic-organic mixed pigments are also possible. Inorganic pigments are preferred. The advantage of inorganic pigments is their excellent resistance to light, weather and temperature. Inorganic pigments can be of natural origin. In at least one embodiment, the inorganic pigment is selected from the group consisting of chalk, ocher, amber, green earth, burnt sienna, graphite, and combinations thereof. The pigments can be white pigments, such as, for example, titanium dioxide or zinc oxide, black pigments, such as, for example, black iron oxide, colored pigments, such as, for example, ultramarine or red iron oxide, pigments of glitter, metallic effect pigments, pearlescent pigments and fluorescent or phosphorescent pigments, where preferably at least one pigment is a non-white pigment. In at least one embodiment, the pigment is selected from the group consisting of metal oxides, oxide hydroxides, and hydrates, mixed-phase pigments, sulfur-containing silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates, and molybdates, and the metals themselves (bronze pigments), and combinations thereof. In at least one embodiment, the pigment is selected from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491 ), Manganese Violet (CI 77742), Ultramarine (Sodium Aluminum Sulfosilicates, CI 77007, Pigment Blue 29), Hydrated Chromium Oxide (CI 77289), Prussian Blue (Ferric Ferrocyanide, CI 77510), Carmine (Cochineal) and combinations thereof. In at least one embodiment, the pigment is selected from the group consisting of pearlescent and colored mica-based pigments that are coated with a metal oxide or a metal oxychloride, such as titanium dioxide or bismuth oxychloride, and optionally other substances that impart color, such as iron oxides, Prussian blue, ultramarine, carmine, etc. and where the color can be determined by varying the thickness of the layer. Such pigments are marketed, for example, under the trade names Rona®, Colorona®, Dichrona® and Timiron® by Merck, Germany. In at least one embodiment, the pigment is selected from the group consisting of organic pigments such as sepia, gamboge, charcoal, Cassel brown, indigo, chlorophyll, and other plant pigments. In at least one embodiment, the pigment is selected from the group consisting of synthetic organic pigments such as azo, anthrachinoid, indigoid, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene, and perinone pigments, metal complexes, alkaline blue pigments, and diketopyrrolopyrrole.

In at least one embodiment, the formulation comprises from 0.01% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, of at least one particulate substance. Suitable substances are, for example, substances that are solid at room temperature (25 ° C) and are in the form of particles. In at least one embodiment, the particulate substance is selected from the group consisting of silica, silicates, aluminates, clay earths, mica, insoluble salts, particularly insoluble inorganic metal salts, metal oxides, eg, titanium dioxide, minerals. and insoluble polymer particles are suitable. The particles can be present in the formulation in undissolved form, preferably stably dispersed and, after application to the keratin substrate and evaporation of the solvent, can be deposited on the substrate in solid form. A stable dispersion can be achieved by providing the formulation with a sufficiently high yield point to prevent the solid particles from sinking. A suitable yield point can be established by using suitable gel formers in a suitable amount. In at least one embodiment, the particulate substance is selected from the group consisting of silica (silica gel, silicon dioxide) and metal salts, particularly inorganic metal salts, where silica is particularly preferred. The metal salts are, for example, alkali or alkaline earth metal halides, such as sodium chloride or potassium chloride; alkali metal or alkaline earth metal sulfates, such as sodium sulfate or magnesium sulfate.

In at least one embodiment, the formulation comprises a direct dye. The following compounds are preferred among direct dyes, alone or in combination with each other: hydroxyethyl-2-nitro-p-toluidine chloride, 2-hydroxyethylpicramic acid, 4-nitrophenylaminourea, tri (4-amino-3-methylphenyl) chloride carbenium (Basic Violet 2), 1,4-di-amino-9,10-anthracenedione (Disperse Violet 1), 1 - (2-hydroxyethyl) amino-2-nitro-4- [di (2-hydroxyethyl) amino] benzene (HC Blue No.

2), 4- [Ethyl- (2-hydroxyethyl) amino] -1 - [(2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Blue No. 12), 1-amino-4- [di (2-hydroxyethyl) amino] -2-nitrobenzene (HC Red No. 13), 4-amino-1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red No. 3), 4-amino-3 -nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitrophenol, 1-amino-5-chloro-4 - [(2,3-dihydroxypropyl) amino] -2-nitrobenzene (HC Red No. 10), 5-chloro-1,4- [di (2,3-dihydroxypropyl) amino] -2-nitrobenzene (HC Red No. 11), 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-6-chloro -4-nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-trifluoromethylbenzene (HC Yellow No. 13), 8-amino-2-bromo-5-hydroxy-4-imino-6 chloride - {[3- (trimethylammonium) -phenyl] amino} -1 (4H) -naphthalenone (CI

56059; Basic Blue No. 99), 1 - [(4-aminophenyl) azo] -7- (trimethylammonium) -2-naphthol chloride (CI 12250; Basic Brown No. 16), 1 - [(4-amino-2-nitrophenyl ) azo] -7- (trimethylammonium) -2-naphthol chloride (Basic Brown No. 17), 2-hydroxy-1 - [(2-methoxyphenyl) azo] -7- (trimethylammonium) naphthalene chloride (CI 12245; Basic Red No. 76), 3-methyl-1-phenyl-4 - {[3- (trimethylammonium) phenyl] azo} pyrazol-5-one chloride (CI 12719; Basic Yellow No. 57) and 2,6- diamino-3 - [(pyridin-3-yl) azo] pyridine, thus as its salts. Particularly preferred among the aforementioned direct dyes are the following compounds, alone or in combination with each other: hydroxyethyl-2-nitro-p-toluidine, 2-hydroxyethylpicramic acid, 4-nitrophenylaminourea, tri (4-amino-3-methylphenyl chloride ) carbenium (Basic Violet 2), 1,4-di-amino-9,10-anthracenedione (Disperse Violet 1), 1- (2-hydroxyethyl) amino-2-nitro-4- [di (2-hydroxyethyl) amino ] benzene (HC Blue No. 2), 4- [ethyl- (2-hydroxyethyl) amino] -1 - [(2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Blue No. 12), 1-amino -4- [di (2-hydroxyethyl) amino] -2- nitrobenzene hydrochloride (Hc Red No. 13), 4-amino-1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Red No. 3) , 4-amino-3- nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitrophenol, 1-amino-5-chloro-4 - [(2,3-dihydroxypropyl) amino] -2-nitrobenzene (HC Red No. 10), 5-chloro-1,4- [di (2,3-dihydroxypropyl) -amino] -2-nitrobenzene (HC Red No. 11), 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro- 1-Trifluoromethylbenzene (HC Yellow No. 13), 8-amino-2-bromo-5-hydroxy-4-imino-6 - {[3- (trimethylammonium) -phenyl] amino} -1 (4H) -naphthalenone chloride (CI 56059; Basic Blue No. 99), 1 - [(4-aminophenyl) azo] -7- (trimethylammonium) -2-naphthol chloride (CI 12250; Basic Brown No. 16), azo chloride 1 - [(4-amino -2-nitrophenyl)] - 7- (trimethylammonium) -2-naphthol (Basic Brown No. 17), 2-hydroxy-1 - [(2-methoxyphenyl) azo] -7- (trimethylammonium) naphthalene chloride (CI 12245 ; Basic Red No. 76), 3-methyl-1-phenyl-4 - {[3- (trimethylammonium) phenyl] azo} pyrazol-5-one chloride (CI 12719; Basic Yellow No. 57) and 2,6 -diamino-3 - [(pyridin-3-yl) azo] pyridine, as well as its salts. In at least one embodiment, the total amount of direct dyes in the formulation is 0.01 to 15% by weight, preferably 0.1 to 10% by weight, most preferably 0.5 to 8% by weight.

In at least one embodiment, the formulation comprises a conditioning agent. In at least one embodiment, the conditioning agent is a non-volatile, water-dispersible, water-insoluble liquid that forms emulsified liquid particles. In at least one embodiment, the conditioning agent is a silicone (eg, silicone oil, cationic silicone, silicone rubber, high refractive silicone, and silicone resin), an organic conditioning oil (eg, hydrocarbon oils, polyolefins and fatty esters), a cationic conditioning surfactant, a high melting fatty compound, or combinations thereof.

In at least one embodiment, the conditioning agent is a silicone, and wherein the formulation comprises from 0.01% to 10%, or from 0.1% to 5% of silicone conditioning agent, by total weight of the formulation. Suitable silicone conditioning agents and optional suspending agents for silicone are described in US-5,104,646. In at least one embodiment, the formulation comprises a silicone rubber selected from the group consisting of polydimethylsiloxane, (polydimethylsiloxane) (methylvinylsiloxane) copolymer, poly (dimethylsiloxane) (diphenylsiloxane) (methylvinylsiloxane) copolymer, and mixtures thereof.

In at least one embodiment, the formulation comprises a terminal aminosilicone. "Terminal amino silicone" as defined herein means a silicone comprising one or more amino groups at one or both ends of the silicone backbone. In at least one embodiment, the formulation is substantially free of any silicone compounds that comprise pendant amino groups. In one embodiment, the formulation is substantially free of any silicone compounds other than terminal aminosilicones. In at least one embodiment, the amino group at least one end of the terminal aminosilicone silicone backbone is selected from the group consisting of primary amines, secondary amines, and tertiary amines. In at least one embodiment, the formulation comprises a terminal aminosilicone conforming to Formula (S):

(R ^F ) ^a G ^3-a -Si - (- OSiG ² ) ⁿ -O-SiG ^3-a (R ^F ) ^a (S)

in which

G is hydrogen, phenyl, hydroxy or C ¹ -C ⁸ alkyl, preferably methyl;

a is an integer having a value from 1 to 3, preferably 1; b is 0, 1 or 2, preferably 1;

n is a number from 0 to 1,999;

R ^F is a monovalent radical according to the general formula C ^q H ^2q L, in which q is an integer having a value from 2 to 8 and L is selected from the following groups: -N (R ^T ) CH ² -CH ² -N (R ^T ) ² ; -N (R ^T ) ² ; -N (R ^T ) ³ A ^- ; -N (R ^T ) CH ² -CH ² -NRtH ² A-; wherein R ^T is hydrogen, phenyl, benzyl or a saturated hydrocarbon radical, preferably an alkyl radical having 1 to 20 carbon atoms; A-It is a halide ion.

In at least one embodiment, the terminal aminosilicone corresponding to Formula (S) has a = 1, q = 3, G = methyl, n is 1000 to 2500, alternatively 1500 to 1700; and L is -N (CH ³ ) ² . A suitable terminal aminosilicone corresponding to Formula (III) has a = O, G = methyl, n is 100 to 1500, or 200 to 800, and L is selected from the following groups: -N (R ^T ) CH ² -CH ² -N (R ^T ) ² ; -N (R ^T ) ² ; -N (R ^T ) ³ A ^- ; -N (R ^T ) CH ² -CH ² -NR ^T H ² A ^- ; wherein R ^T is hydrogen, phenyl, benzyl or a saturated hydrocarbon radical, preferably an alkyl radical having 1 to 20 carbon atoms; A- is a halide ion, alternatively L is -NH ² . In at least one embodiment, the terminal aminosilicone is selected from the group consisting of bis-aminomethyl dimethicone, bisaminoethyl dimethicone, bis-aminopropyl dimethicone, bis-aminobutyl dimethicone, and mixtures thereof. In one embodiment, the viscosity of the terminal aminosilicone is 1,000 to 30,000 cPs, or 5,000 to 20,000 cPs measured at 25 ° C.

In at least one embodiment, the formulation comprises 0.1% to 20%, or 0.5% to 10%, or 1% to 6% terminal aminosilicone, by total weight of the formulation.

In at least one embodiment, the formulation comprises a high melting fatty compound. The high-melting fatty compound has a melting point of 25 ° C or higher. In at least one embodiment, the high melting fatty compound is selected from the group consisting of a fatty alcohol, fatty acid, fatty alcohol derivative, fatty acid derivative, and mixtures thereof. Non-limiting examples of the high melting point compounds are found in the International Dictionary of Cosmetic Ingredients, Fifth Edition, 1993 and CTFA Manual of Cosmetic Ingredients, Second Edition, 1992. The formulation may comprise from 0.1% to 40%, or 1% to 30%, or 1.5% to 16%, or 1.5% to 8% of a high melting point fatty compound, by total weight of the formulation. This is advantageous in view of providing improved conditioning benefits such as a slippery feel on application to wet hair, softness and a hydrated feel to dry hair. In at least one embodiment, the fatty alcohol is selected from the group consisting of: cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. In at least one embodiment, the formulation comprises a linear fatty alcohol, where the linear fatty alcohol is comprised of a layered gel matrix. A lamellar gel matrix is suitable to provide various conditioning benefits, such as a slippery feel during application to damp hair and a soft and hydrated feel to dry hair. The linear fatty alcohol can comprise from 8 to 24 carbon atoms. In one embodiment, the linear fatty alcohol is selected from the group consisting of: cetyl alcohol, stearyl alcohol, and mixtures thereof. In one embodiment, the weight ratio of total linear fatty alcohol to terminal aminosilicone is 0.5: 1 to 10: 1, or 1: 1 to 5: 1, or 2.4: 1 to 2.7: 1.

In at least one embodiment, the laminar gel matrix comprises a cationic conditioning surfactant and a high melting fatty compound. In view of providing the layered gel matrix, the cationic conditioning surfactant and the high-melting fatty compound are contained at such a level that the weight ratio of the cationic surfactant to the high-melting fatty compound is in the range 1: 1 to 1:10 or 1: 1 to 1: 6.

In at least one embodiment, the formulation comprises a cationic conditioning surfactant. In at least one embodiment, the formulation comprises from 0.05% to 3.0%, or from 0.075% to 2.0%, or from 0.1% to 1.0%, of cationic conditioning surfactant by total weight of the formulation. In at least one embodiment, the cationic conditioning surfactant is comprised of a layered gel matrix. In other words, the formulation comprises a laminar gel matrix and the laminar gel matrix comprises the cationic conditioning surfactant. In one embodiment, the cationic conditioning surfactant is in accordance with Formula (C):

wherein at least one of R71, R72, R73 and R74 is selected from an aliphatic group of 8 to 30 carbon atoms, an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to 22 carbon atoms ;

the remainder of R71, R72, R73, and R74 are independently selected from the group consisting of an aliphatic group consisting of 1 to 22 carbon atoms, and an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl, or alkylaryl group having up to 22 carbon atoms;

X is selected from the group consisting of: halogen, acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, alkylsulfonate radicals, and combinations thereof.

In at least one embodiment, the cationic conditioning surfactant is selected from the group consisting of behenyl trimethylammonium chloride, methyl sulfate or ethyl sulfate, and stearyl trimethylammonium chloride, methyl sulfate, or ethyl sulfate. A longer alkyl group is believed to provide improved softness and soft feel to wet and dry hair, compared to cationic surfactants with a shorter alkyl group. It is also presumed that such cationic surfactants can provide reduced irritation, compared to those with a shorter alkyl group.

In at least one embodiment, the cationic surfactant is a di-long alkyl quaternized ammonium salt selected from the group consisting of: dimethyl dialkyl (14-18) ammonium chloride, dimethyl di-tallow alkyl ammonium chloride, chloride dihydrogenated tallow dimethyl ammonium, distearyl dimethiol ammonium chloride, dicetyl dimethylammonium chloride and mixtures thereof.

In at least one embodiment, the cationic surfactant is a tertiary amidoamine having an alkyl group of 12 to 22 carbons. The tertiary amine amido can be selected from the group consisting of stearamidopropyldimethyl-, stearamidopropyldiethyl-, stearamidoethyldiethyl-, stearamidoethyldimethyl-, palmitamidopropyldimethyl-, palmitamidopropyldiethyl-, palmitamidoethyldiethyl-, palmitamidoethyldimethyl-, behenamidopropyldimethyl-, behenamidopropyldiethyl-, behenamidoethyldiethyl-, behenamidoethyldimethyl-, arachidamidopropyldimethyl-, arachidamidopropyldiethyl-, arachidamidoramidoethyldiethyl-, diethylaminoethylmidoethyl-, arachidamidoramidoethyldiethyl- mixtures, yimechidayls of the same. A tertiary amido amine can be used in combination with an acid. The acid is typically used as a salt-forming anion. In one embodiment, the acid is selected from the group consisting of lactic acid, malic acid, hydrochloric acid, 1-glumatic acid, acetic acid, citric acid, and mixtures thereof.

In at least one embodiment, the cationic surfactant is selected from the group consisting of cetyltrimonium chloride (CTAC), stearyltrimonium chloride (STAC), behentrimonium methosulfate, stearoylamidopropyldimethylamine (SAPDMA), distearyldimethylammonium chloride, and mixtures thereof.

In at least one embodiment, the formulation comprises a surfactant system. In at least one embodiment, the surfactant system comprises a surfactant selected from the group consisting of anionic surfactants, cationic surfactants, nonionic surfactants, zwitterionic surfactants, and / or amphoteric surfactants. In at least one embodiment, the formulation comprises a total amount of surfactant from 0.01% by weight to 70% by weight, from 0.1% by weight to 40%, from 1% by weight to 30%, from 2% by weight to 20% by weight.

In at least one embodiment, the formulation comprises an anionic surfactant. In at least one embodiment, the anionic surfactant is selected from the group consisting of alkyl (C ¹⁰ -C ²⁰ ) and alkylene carboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, sulfonates and sulfonates. alkylamide, fatty acid alkylamides, polyglycol ethers sulfates, alkanesulfonates and hydroxyalkanesulfonates, olefin sulfonates, acyl esters of isethionates, a-sulfo alkylbenzene sulfonates, alkylphenol glycol ether phosphonates, alcohol sulfosuccinates, monoester and diester condensation products from protein / fatty acids, alkyl monoglyceride sulfates and sulfonates, alkylglyceride ether sulfonates, fatty acid methyltaurides, fatty acid sarcosinates, sulfur agglometalates, sodium sulfide agglometaleates thereof. Anionic surfactants (and mixtures thereof) can be used in the form of their water-soluble or water-dispersible salts, eg, sodium, potassium, magnesium, ammonium, mono, di, and triethanolammonium, and analogous alkylammonium salts. In at least one embodiment, the anionic surfactant is the salt of an anionic surfactant comprising 12 to 14 carbon atoms. In at least one embodiment, the anionic surfactant is selected from the group consisting of sodium lauryl sulfate, sodium laureth sulfate, sodium tridecyl sulfate, sodium trideceth sulfate, sodium myristylsulfate, sodium miritrosulfate, and mixtures thereof.

In at least one embodiment, the formulation comprises an acylglycinate surfactant. In at least one embodiment, the acylglycinate surfactant conforms to formula (Y):

in which

R ^1a is a linear or branched saturated alkanoyl group having 6 to 30, preferably 8 to 22, particularly preferably 8 to 18, carbon atoms or is a linear or branched mono or polyunsaturated alkenoyl group having 6 to 30 , preferably 8 to 22, more preferably 12 to 18 carbon atoms, and

Q ^{a +} is a cation.

In at least one embodiment, Q ^{a +} is selected from the group consisting of Li ⁺ , N / A ⁺ , K ⁺ Mg ⁺⁺ , Ca ⁺⁺ Al ⁺⁺⁺ NH ⁴⁺ , a monoalkylammonium ion, a dialkylammonium ion, a trialkylammonium and a tetraalkylammonium ion, or combinations thereof. Optionally R ^1a is, independently of each other, alkyl radicals (C ¹ -C ²² ) or hydroxyalkyl radicals (C ² -C ¹⁰ ). In at least one embodiment, the acylglycinate surfactant is selected from sodium cocoylglycinate and potassium cocoylglycinate. In at least one embodiment, the acylglycinate surfactant is selected from those conforming to formula (Y), wherein R is C ¹² alkyl or C ¹⁴ alkyl. In at least one embodiment, the acylglycinate surfactant is selected from those conforming to formula (Y), wherein R is C ¹⁶ alkyl or C ¹⁸ alkyl.

In at least one embodiment, the formulation comprises a glutamate surfactant corresponding to formula (Z) or a salt thereof:

in which

R 'is HOOC-CH ² -CH ² - or M ^{+ -} OOC-CH ² -CH ² - where M ⁺ is a cation and where R is a linear or branched saturated alkanoyl group having 6 to 30 , preferably 8 to 22, more preferably 8 to 18, carbon atoms or is a linear or branched mono or polyunsaturated alkenoyl group having 6 to 30, preferably 8 to 22, and more preferably 12 to 18 carbon atoms. In at least one embodiment, M ⁺ is a metal cation. In at least one embodiment, M ⁺ is selected from the group consisting of Li ⁺ , N / A ⁺ , K ⁺ Mg ⁺⁺ , Ca ⁺⁺ Al ⁺⁺⁺ NH ⁴⁺ , a monoalkylammonium ion, a dialkylammonium ion, a trialkylammonium and a tetraalkylammonium ion, or combinations thereof. In at least one embodiment, the glutamate surfactant is selected from sodium cocoyl glutamate and potassium cocoyl glutamate. In at least one embodiment, the glutamate surfactant is selected from those conforming to formula (Z), wherein R is C ¹² alkyl or C ¹⁴ alkyl. In at least one embodiment, the glutamate surfactant is selected from those conforming to formula (Z), wherein R is C ¹⁶ alkyl or C ¹⁸ alkyl.

In at least one embodiment, the formulation comprises from 0.01% by weight to 30% by weight, or from 1% by weight to 25% by weight, preferably from 5% by weight to 20% by weight, more preferably 12 % by weight to 18% by weight of anionic surfactant.

In at least one embodiment, the formulation comprises a nonionic surfactant. In at least one embodiment, the nonionic surfactant has an HLB (hydrophilic lipophilic balance) greater than 12. Optionally, the nonionic surfactant is selected from the group consisting of ethoxylated or ethoxylated / propoxylated fatty alcohols with a fatty chain comprising 12 at 22 carbon atoms, ethoxylated sterols, such as stearyl or lauryl alcohol (EO-7), PEG-16 soy sterol or PEG-10 soy sterol, polyoxyethylene-polyoxypropylene block polymers (poloxamers) and mixtures thereof .

In at least one embodiment, the nonionic surfactant is selected from the group consisting of ethoxylated fatty alcohols, fatty acids, fatty acid glycerides, or alkylphenols, in particular addition products of 2 to 30 moles of ethylene oxide and / or 1 to 5 mol of propylene oxide on C ⁸ to C ²² fatty alcohols, in C ¹² to C ²² fatty acids or in alkylphenols having 8 to 15 carbon atoms in the alkyl group, mono and diesters of C ¹² to C fatty acids ²² of addition products of 1 to 30 moles of ethylene oxide in glycerol, addition products of 5 to 60 moles of ethylene oxide in castor oil or hydrogenated castor oil, sugar esters of fatty acid, in particular esters of sucrose and one or two C ⁸ to C ²² fatty acids, INCI: Sucrose Cocoate, Sucrose Dilaurate, Sucrose Distearate, Sucrose Laurate, Sucrose Myristate, Sucrose Oleate, Sucrose Palmitate, Sucrose Ricinoleate, Sucrose Stearate , sorbitan esters and one, two or three Cs-to C ²² -fatty acids and a degree of ethoxylation of 4 to 20, polyglyceryl fatty acid esters, in particular of one, two or more C ⁸ to C ²² fatty acids and polyglycerol preferably having 2 to 20 glyceryl units, alkyl glucosides, alkyl oligoglycosides and alkyl polyglycosides having C ⁸ to C ²² alkyls, eg decylglucoside or laurylglucoside, and mixtures thereof.

In at least one embodiment, the non-ionic surfactant is selected from the group consisting of fatty alcohol ethoxylates (alkylpolyethylene glycols), alkylphenol polyethylene glycols, alkylmercaptan polyethylene glycols, fatty amine ethoxylates (alkylaminopolyethylene glycols), fatty acid ethoxylates (ethoxylates of polyethylene glycols). fatty acids (acylpolyethylene glycols), polypropylene glycol ethoxylates (Pluronics®), fatty acid alkylolidamides, (polyethylene glycols fatty acid amide), N-alkyl amide, N-alkoxypolyhydroxy-fatty acid, sucrose esters, sorbitol esters, polyglycol ethers and mixtures thereof.

In at least one embodiment, the formulation comprises an N-methyl-N-glucamide fatty surfactant, wherein the N-methyl-N-glucamide fatty surfactant conforms to formula (X):

wherein R is a linear or branched alkyl or alkenyl group having 3 to 30 carbon atoms. In at least one embodiment, R is an alkyl group having 3 to 30 carbon atoms. In at least one embodiment, R is a saturated aliphatic hydrocarbon group which can be linear or branched and can have 3 to 20 carbon atoms in the hydrocarbon chain, preferably linear or branched. Branched means that a lower alkyl group such as methyl, ethyl or propyl is present as a substituent on a linear alkyl chain. In at least one embodiment, R is selected from the group consisting of 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methyl-1-propyl (isobutyl), 2-methyl-2-propyl (tert -butyl, 1 -pentyl, 2-pentyl, 3-pentyl, 2-methyl-1-butyl, 3-methyl-1-butyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 2, 2 -dimethyl-1-propyl, 1-hexyl, 2-hexyl, 3-hexyl, 2-methyl-1 -pentyl, 3-methyl-1 -pentyl, 4-methyl-1 -pentyl, 2-methyl-2-pentyl , 3-methyl-2-pentyl, 4-methyl-2-pentyl, 2-methyl-3-pentyl, 3-methyl-3-pentyl, 2,2-dimethyl-1-butyl, 2,3-dimethyl-1 -butyl, 3,3-dimethyl-1-butyl, 2-ethyl-1-butyl, 2,3-dimethyl-2-butyl, 3,3-dimethyl-2-butyl, 1-heptyl, 1-octyl, 1 -nonyl, 1-decyl, 1-undecyl, 1-dodecyl, 1-tetradecyl, 1-hexadecyl and 1-octadecyl. Suitable N-methyl-N-glucamide fatty surfactants are described in WO-2013/178700 and EP-0550637, which are incorporated herein by reference In at least one embodiment, the surfactant N-methyl-N-glucamide is selected from the conforming to formula (X), wherein R is C ¹² alkyl or C ¹⁴ alkyl. In at least one embodiment, the N-methyl-N-glucamide surfactant is selected from those conforming to formula (X), wherein R is C ¹⁶ alkyl or C ¹⁸ alkyl.

In at least one embodiment, the formulation comprises from 1% by weight to 20% by weight, more preferably from 2% by weight to 10% by weight, even more preferably from 3% by weight to 7% by weight of nonionic surfactant. .

In at least one embodiment, the amphoteric surfactants are selected from the group consisting of N- (C ¹² -C ¹⁸ ) -alkyl p-aminopropionates and N- (C ¹² -C ¹⁸ ) -alkyl-p-iminodipropionates as alkali metal salts. and mono-, di- and trialkylammonium salts; N-acylaminoalkyl-N, N-dimethylacetobetaine, preferably N- (C ⁸ -C ¹⁸ ) -acylaminopropyl-N, N-dimethylacetobetaine, (C ¹² -C ¹⁸ ) -alkyl-dimethyl-sulfopropylbetaine, imidazoline-based amphotensioactives (trade name : Miranol®, Steinapon®), preferably the sodium salt of 1- (p-carboxymethioxyethyl) -1- (carboxymethyl) -2-laurylimidazolinium; amine oxide, for example, (C ¹² -C ¹⁸ ) -alkyl dimethyl amine oxide, amidoalkyldimethylamine fatty acid oxide, and mixtures thereof.

In at least one embodiment, the formulation comprises a betaine surfactant. Optionally, the betaine surfactant is selected from C ⁸ -a C ¹⁸ -alkyl betaines. In at least one embodiment, the betaine surfactant is selected from the group consisting of cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethylalphacarboxyethylbetaine, cetyldimethylcarboxymethylbetaine, oleyldimethylgammacarboxypropylbetaine, and lauryl-2-hydroxypropylbetaine combinations and lauryl-2-hydroxypropyl-carboxypropyl) combinations. Optionally, the betaine surfactant is selected from C ⁸ to C ¹⁸ sulfobetaines. In at least one embodiment, the betaine surfactant is selected from the group consisting of cocodimethylsulfopropyl betaine, stearyldimethylsulfopropyl betaine, lauryldimethyl sulfoethyl betaine, laurylbis (2-hydroxyethyl) sulfopropyl betaine, and combinations thereof. Optionally, the betaine surfactant is selected from carboxyl derivatives of imidazole, acetates alkyldimethylammonium C ⁸ to C ^18, salts alquildimetilcarbonilmetilamonio C ⁸ to C ¹⁸ and C ⁸ alkylamido of C ¹⁸ fatty acids, and mixtures thereof. Optionally, the C ⁸ to C ¹⁸ fatty acid alkylamidobetaine is selected from coconut fatty acid amidopropylbetaine, coconut fatty acid amidoethyl-N- [2- (carboxymethoxy) ethyl] glycerol (CTFA name: cocoamphocarboxyglycinate) and mixtures of the themselves.

In at least one embodiment, the formulation comprises from 0.5% by weight to 20% by weight, preferably from 1% by weight to 10% by weight of amphoteric surfactant.

In at least one embodiment, the formulation comprises a surfactant system. In at least one embodiment, the surfactant system comprises at least one surfactant selected from the group consisting of lauryl sulfate, laureth sulfate, cocoamidopropyl betaine, sodium cocoylglutamate, lauroamphoacetate, and mixtures thereof. In at least one embodiment, the surfactant system comprises sodium laureth sulfate, sodium lauryl sulfate, and optionally cocamidopropyl betaine. In at least one embodiment, the surfactant system comprises sodium laureth sulfate, potassium coccyl glutamate, and cocamidopropyl betaine.

In at least one embodiment, the formulation further comprises a styling polymer. In at least one embodiment, the styling polymer is selected from the group consisting of: amphoteric styling polymers, zwitterionic styling polymers, anionic styling polymers, nonionic styling polymers, cationic styling polymers, and mixtures thereof. In at least one embodiment, the formulation comprises from 0.01% to 20%, or from 0.01% to 16%, or from 0.01% to 10%, or from 1% to 8%, or from 2%. to 6% styling polymer.

In at least one embodiment, the styling polymer is a water-compatible styling polymer, alternatively a water-soluble styling polymer. In at least one embodiment, the formulation is substantially free of a water-incompatible styling polymer. An example of a water-incompatible styling polymer includes an acrylates / t-butylacrylamide copolymer which is a copolymer of tert-butyl acrylamide and one or more monomers of acrylic acid, methacrylic acid, or one of their simple esters (for example, Ultrahold® 8 from BASF). Akzo Nobel's Balance® CR, which is an acrylate copolymer of two or more monomers of (meth) acrylic acid or one of its simple esters, is compatible with water. Amphomer® octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer is also water compatible. In at least one embodiment, the styling polymer is a latex styling polymer.

The formulation may comprise a cationic styling polymer. In at least one embodiment, the cationic styling polymers are selected from the group consisting of those with primary, secondary, tertiary, or quaternary amino groups.

In at least one embodiment, the cationic styling polymer has a cationic charge density, and wherein the cationic charge density is 1 to 7 meq / g. In at least one embodiment, the cationic styling polymer comprises quaternary amino groups. In at least one embodiment, the cationic combed polymer is a homo or copolymer in which the quaternary nitrogen groups are contained in the polymer chain or as substituents on one or more of the monomers. Monomers containing ammonium groups can be copolymerized with non-cationic monomers. In at least one embodiment, the cationic styling polymer comprises cationic monomers wherein the cationic monomers are unsaturated compounds that can undergo radical polymerization and that carry at least one cationic group. In at least one embodiment, the cationic monomers are selected from the group consisting of: ammonium substituted vinyl monomers such as, for example, trialkylmethacryloxyalkylammonium, trialkylacryloxyalkylammonium, dialkyldiallylammonium and quaternary vinyl ammonium, with groups containing nitrogen pyramid with imidane, such as cyclic, cationic nitrogen imidate groups or quaternary pyrrolidones, eg, alkylvinylimidazolium, alkylvinylpyridinium or alkylvinylpyrrolidone salts. The alkyl groups of these monomers can be lower alkyl groups such as, for example, C ¹ to C ⁷ alkyls, and can also be C ¹ to C ³ alkyl groups.

In at least one embodiment, the cationic styling polymer comprises monomers containing ammonium groups that copolymerize with non-cationic monomers. Non-cationic monomers may be selected from the group consisting of: acrylamide, methacrylamide, alkylacrylamide and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkyl acrylate, alkyl methacrylate, vinylcaprolactone, vinylcaprolactam, vinylpyrrolidone, vinyl alcohol, vinyl esters vinyl, vinyl alcohol, propylene glycol or ethylene glycol, and mixtures thereof. The alkyl groups of these monomers can be C ¹ to C ⁷ alkyls, and they can be C ¹ to C ³ alkyl groups. In at least one embodiment, the cationic styling polymer comprises at least one quaternary amino group. Suitable polymers with at least one quaternary amino group include, for example, those described in the CTFA Dictionary of Cosmetic Ingredients under the designations 'polyquaternium' such as methylvinylimidazolium chloride / vinylpyrrolidone (polyquaternium-16) copolymer or vinylpyrrolidone / dimethylaminoethyl copolymer of dimethylaminoethyl methacrylate (polyquaternium-11; Gafquat® 755N-PW from ISP), as well as quaternary silicone polymers or silicone oligomers such as, for example, silicone polymers with quaternary end groups (quaternium-80).

In at least one embodiment, the styling polymer is a cationic styling polymer of synthetic origin. In at least one embodiment, the cationic styling polymers of synthetic origin are selected from the group consisting of: poly (dimethyldiallylammonium chloride); copolymers of acrylamide and dimethyldiallylammonium chloride; quaternary ammonium polymers, formed by reacting diethyl sulfate with a copolymer of vinylpyrrolidone and dimethylaminoethyl methacrylate, especially vinylpyrrolidone methacrylate / dimethylaminoethyl methacrylate methylsulfate / dimethylaminoethyl copolymer (eg, Gafquat® 755 N; Gafquat® 734); methylvinylimidazolium chloride and vinylpyrrolidone quaternary ammonium polymers (eg, Luviquat® HM 550 from BASF; Luviquat® Hold from BASF; polyquaternium-46 [vinylcaprolactam {VCap}, vinylpyrrolidone {VP} and quaternized vinylimidazole {F; QVI}] from BASF)] 905 from BASF [polyquaternium-16]); Luviquat Supreme® from BASF (polyquaternium-68, quaternized copolymer of vinyl pyrrolidone, methacrylamides, vinyl imidazole and quaternized vinyl imidazole); polyquaternium-35; polyquaternium-57; trimethylammonium chloride ethyl methacrylate polymers; terpolymers of dimethyldiallylammonium chloride, sodium acrylate, and acrylamide (eg, Merquat® Plus 3300); copolymers of vinylpyrrolidone, dimethylaminopropylmethacrylamide and methacrylolaminopropylauryldimethylammonium chloride; terpolymers of vinylpyrrolidone, dimethylaminoethyl methacrylate, and vinylcaprolactam (eg, Gaffix® VC 713); vinylpyrrolidone chloride / methacrylamidopropyltrimethylammonium copolymers (eg, Gafquat® HS 100); copolymers of vinylpyrrolidone and dimethylaminoethyl methacrylate; copolymers of vinylpyrrolidone, vinylcaprolactam, and dimethylaminopropylacrylamide; poly or oligoesters formed from at least a first type of monomer that is selected from hydroxy acids substituted with at least one quaternary ammonium group; dimethylpolysiloxane substituted with quaternary ammonium groups at the terminal positions; and mixtures thereof.

In at least one embodiment, the styling polymer is a naturally occurring cationic styling polymer. In at least one embodiment, the naturally occurring cationic styling polymers are selected from the group consisting of: cationic polysaccharide derivatives, eg, cationic cellulose derivatives, starch, guar, and mixtures thereof. The cationic derivatives of polysaccharides can be represented by the general formula:

G-O-B-N + -Ra-Rb-RC X-

in which

G is an anhydroglucose residue, for example, anhydroglucoses of starch or cellulose;

b is a divalent linking group, for example alkylene, oxyalkylene, polyoxyalkylene or hydroxyalkylene;

Ra, Rb and RC are, independently of each other, alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl or alkoxyaryl, any of which can have up to 22 carbon atoms, wherein the total number of carbon atoms in Ra, Rb and RC can be a maximum of 20.

In at least one embodiment, the styling polymer is a cationic cellulose derivative that is selected from the group consisting of: those having at least one quaternary ammonium group, e.g., a copolymer made of hydroxyethylcellulose and diallyldimethylammonium chloride (polyquaternium-4), or the reaction product made of hydroxyethylcellulose and an epoxide substituted with a trialkylammonium group (polyquaternium-10), in which the alkyl groups can have 1 to 20 carbon atoms, or wherein the alkyl group is methyl. In at least one embodiment, the styling polymer is a cationic cellulose derivative having a molecular weight of 100,000 Da to 600,000 Da, or 200,000 Da to 400,000 Da. In at least one embodiment, the cationic cellulose derivative has a nitrogen content, wherein the nitrogen content is 0.5% to 4%, or about 1.5% to 3%. In at least one embodiment, the styling polymer is a cationic cellulose derivative that is polyquaternium-4. Polyquaternium-4 is marketed under the trade names Celquat® HIOO and Celquat® L200, of which Celquat® L200 is especially preferred.

In at least one embodiment, the styling polymer is a cationic latex styling polymer. In at least one embodiment, the cationic styling polymer is selected from the group consisting of: polyquaternium-4, polyquaternium-11, polyquaternium-16, polyquaternium-68, mixtures thereof, and mixtures of polyquaternium-68 with a styling polymer. non-ionic. In at least one embodiment, the styling polymer is selected from the group consisting of: polyquaternium-4, polyquaternium-11, polyquaternium-68, and mixtures thereof. In at least one embodiment, the formulation comprises a chitosan, a chitosan salt, or a chitosan derivative. In at least one embodiment, the formulation comprises less than 0.1% by weight of chitosan, salts of chitosan, and derivatives of chitosan. In another embodiment, the formulation is substantially free of chitosan, chitosan salts, and chitosan derivatives. In at least one embodiment, the formulation comprises a styling polymer selected from the group consisting of: polyquaternium-4, polyquaternium-11, polyquaternium-16, polyquaternium-68, mixtures thereof; or from the group consisting of: polyquaternium-4, polyquaternium-68, and mixtures thereof. In at least one embodiment, the formulation comprises a styling polymer selected from the group consisting of: polyquaternium-4, polyquaternium-11, polyquaternium-68, mixtures thereof; or from the group consisting of: polyquaternium-4, polyquaternium-68, and mixtures thereof.

In at least one embodiment, the formulation comprises less than 0.5% by weight of a cationic styling polymer by total weight of the formulation.

In at least one embodiment, the formulation comprises an amphoteric or zwitterionic styling polymer. In at least one embodiment, the zwitterionic or amphoteric combed polymer is selected from the group consisting of: copolymers formed from alkylacrylamide, alkylaminoalkyl methacrylate, and two or more acrylic acid and methacrylic acid monomers, as well as, if necessary , their esters, especially copolymers of octylacrylamide, acrylic acid, butylaminoethyl methacrylate, methyl methacrylate and hydroxypropyl methacrylate (octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer, for example Amphomer® from Akzo Nobel); copolymers that are formed from at least one of a first type of monomer possessing quaternary amino groups and at least one of a second type of monomer possessing acidic groups; copolymers of fatty alcohol acrylates, alkylamine oxide methacrylate and at least one monomer selected from acrylic acid and methacrylic acid, as well as, if necessary, esters of acrylic acid and esters of methacrylic acid, especially lauryl acrylate copolymers, acrylate of stearyl, ethylamine oxide methacrylate and in at least one monomer selected from acrylic acid and methacrylic acid, as well as, if necessary, their esters; copolymers of methacryloyl ethyl betaine and at least one monomer selected from methacrylic acid and methacrylic acid esters; copolymers of acrylic acid, methyl acrylate, and methacrylamidopropyltrimethylammonium chloride (polyquaternium-47); copolymers of acrylamidopropyltrimethylammonium chloride and acrylates or copolymers of acrylamide, acrylamidopropyltrimethylammonium chloride, 2-amidopropylacrylamide sulfonate and dimethylaminopropylamine (polyquaternium-43); oligomers or polymers, producible from quaternary crotonoyl betaines or quaternary crotonoyl betaine esters. In at least one embodiment, the formulation comprises an amphoteric or zwitterionic latex styling polymer. In at least one embodiment, the styling polymer is selected from the group consisting of: polyquaternium-47, octylacrylamide / butylaminoethyl methacrylate / acrylate copolymers, and mixtures thereof.

The styling formulation may comprise an anionic styling polymer. In at least one embodiment, the anionic styling polymer is selected from the group consisting of: acrylate copolymers of two or more monomers of (meth) acrylic acid or one of its simple esters (for example, Balance® CR from Akzo Nobel) ; acrylate / hydroxyethyl methacrylate copolymers, including those that are copolymers of butyl acrylate, methyl methacrylate, methacrylic acid, ethyl acrylate, and hydroxyethyl methacrylate (eg, Acudyne ™ 1000 from Dow Personal Care); terpolymers of acrylic acid, ethyl acrylate and N-tert-butylacrylamide; cross-linked or non-cross-linked vinyl acetate / crotonic acid copolymers; terpolymers of tert-butylacrylate, ethyl acrylate, and methacrylic acid; sodium polystyrenesulfonate; copolymers of vinyl acetate, crotonic acid, and vinyl propionate; copolymers of vinyl acetate, crotonic acid, and vinyl neodecanoate; aminomethylpropanol / acrylate copolymers; copolymers of vinylpyrrolidone and at least one additional monomer selected from acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters; copolymers of methyl vinyl ether and maleic acid monoalkyl esters; aminomethylpropanol salts of allyl methacrylate copolymers and at least one additional monomer selected from acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters; cross-linked copolymers of ethyl acrylate and methacrylic acid; copolymers of vinyl acetate, mono-n-butyl maleate, and isobornyl acrylate; copolymers of two or more monomers selected from acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters, octylacrylamide copolymers and at least one monomer selected from acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters; diglycol, cyclohexanedimethanol, isophthalic acid and sulfoisophthalic acid polyesters; polyurethanes; and copolymers of polyurethane and acrylates.

eg Polyurethane-14 / AMP-acrylates polymer blend (eg DynamX® from Akzo Nobel). Suitable polyester polymers include polyester-5 polymers, for example AQ® 48 Ultra Polymer, (diglycol / CHDM / isophthalates / SIP copolymer [a copolymer of diethylene glycol, 1,4-cyclohexanedimethanol and the simple esters of isophthalic acid and sulfoisophthalic acid ]), AQ® 55 S and AQ® 38 S, all from Eastman Chemical Company. A polyvinylmethacrylic acid / maleic acid copolymer (Omnirez® 2000 from ISP) is also suitable. Anionic latex styling polymers are also suitable. In at least one embodiment, the anionic styling polymer is selected from the group consisting of: polyurethane-1 (eg, Luviset® PUR from BASF), polyurethane-14 / AMP-acrylate copolymer blend (eg, DynamX® from Akzo Nobel), acrylate copolymers of two or more monomers of (meth) acrylic acid or one of its simple esters (eg Balance® CR from Akzo Nobel), and mixtures thereof. In at least one embodiment, the anionic styling polymer is polyurethane-1.

The formulation may comprise a nonionic styling polymer. In at least one embodiment, the formulation comprises a nonionic styling polymer, wherein the nonionic styling polymer is a homo or copolymer that is formed from at least one of the following monomers: vinylpyrrolidone, vinylcaprolactam, esters of vinyl such as, for example, vinyl acetate, vinyl alcohol, acrylamide, methacrylamide, alkyl and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkyl acrylate, alkyl methacrylate, propylene glycol or ethylene glycol, in which the alkyl groups in these monomers can be groups C ¹ to C ⁷ alkyl or C ¹ to C ³ alkyl groups. In at least one embodiment, the formulation comprises a homopolymer selected from the group consisting of: vinylcaprolactam, vinylpyrrolidone, N-vinylformamide, and mixtures thereof. In at least one embodiment, the nonionic styling polymer is selected from the group consisting of: copolymers of vinylpyrrolidone and vinyl acetate, terpolymers of vinylpyrrolidone, vinyl acetate and vinyl propionate, polyacrylamides; polyvinyl alcohols as well as polyethylene glycol / polypropylene glycol copolymers; and mixtures thereof. In at least one embodiment, the nonionic styling polymer is selected from the group consisting of: polyvinylpyrrolidone / dimethylaminopropylaminoacrylates copolymer (Aquaflex® SF 40 from ISP); isobutylene ethylmaleinimide / hydroxyethylmaleinimide copolymer (Aquaflex® FX 64 from ISP); vinylcaprolactam / polyvinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Advantage® from ISP); and mixtures thereof. Nonionic latex styling polymers are also suitable. In at least one embodiment, the nonionic styling polymer is selected from the group consisting of: polyvinylpyrrolidone (K90, 85, 80, 60, 30), polyvinylpyrrolidone / vinyl acetate copolymers (PVP / VA 64), vinylpyrrolidone terpolymers , methacrylamide and vinylimidazole (eg, Luviset® Clear from BASF), and mixtures thereof. In at least one embodiment, the nonionic styling polymer is selected from the group consisting of: PVP K 60,30 and PVP / VA 37/64. In at least one embodiment, the nonionic styling polymer is selected from the group consisting of: PVP K60 and PVP / VA 37/64.

In at least one embodiment, the formulation comprises an anionic latex styling polymer. In at least one embodiment, the anionic latex styling polymer is a urethane-based polymer, for example polyurethane-34 (Baycusan® from Bayer). Polyurethane-34 is described in EP-2105127A1. In at least one embodiment, the styling polymer is polyurethane-34 latex polymer.

In at least one embodiment, the anionic styling polymer and / or the cationic styling polymer is present in neutralized or partially neutralized form. In at least one embodiment, the formulation comprises a neutralizing agent, and wherein the neutralizing agent is selected from the group consisting of: potassium hydroxide, sodium hydroxide, triisopropanolamine (TIPA), 2-aminobutanol, 2-aminomethylpropanol (AMP ), aminoethylpropandiol, dimethyl stearamine (Armeen 18 D), sodium silicate, tetrahydroxypropyl ethylenediamine (Neutrol® TE), ammonia (NH ³ ), triethanolamine, trimethylamine (Tris Amino Ultra), aminomethylpropandiol (AMPD) and their mixtures. In at least one embodiment, the neutralizing agent is 2-aminomethylpropanol.

In at least one embodiment, the formulation has a viscosity of 0 cPs to 20,000 cPs. In at least one embodiment, the formulation has a viscosity of 0.1 cPs to 10,000 cPs, or 1 cPs to 5,000 cPs, or 5 cPs to 3,500 cPs. Viscosity measurement conditions are defined in the definitions section above. Viscosity can be important for anti-drip reasons. Dripping can be inconvenient for the user. In addition, more viscous formulations can be useful for metered dispensing. In at least one embodiment, the formulation has a viscosity of 0 cPs to 1,000 cPs. This viscosity range is advantageous when the formulation is in the form of a facial cleanser in view of the need for distribution on the skin and rinsability.

In at least one embodiment, the formulation further comprises a viscosity modifying substance. The viscosity modifying substance is preferably a thickening polymer.

In at least one embodiment, the thickening polymer is an acrylamidomethylpropanesulfonic acid-based polymer (AMPS®, Lubrizol). These polymers, even at pH values of 7 or less, exhibit good thickening performance. Especially preferably, the thickening polymer is selected from the group consisting of homo or copolymers of acrylamidomethylpropanesulfonic acid and its salts. Among the polymers just mentioned, preference is in turn given to polymers having at least 20% by moles of units based on acrylamidomethylpropanesulfonic acid and / or salts thereof, and particular preference to polymers having at least 50% by mol of units based on acrylamide-methylpropanesulfonic acid and / or its salts, the molar figures related in each case to the overall polymer. In the case of copolymers, as well as the structural units based on acrylamidomethylpropanesulfonic acid and / or its salts, preferably one or more structural units based on the following comonomers are present in the copolymers: acrylic acid, methacrylic acid, acrylamide, dimethylacrylamide, vinylpyrrolidone (VP), hydroxyethyl acrylate, hydroxyethyl methacrylate, acrylic esters or methacrylics of ethoxylated alcohols RO- (CH ² CH ² O) ^m H, in which R is an alkyl radical having from 12 to 30 carbon atoms and m is a number from 3 to 30, and CH ² = CH-COO - (CH ² CH ² -RELO) ⁿ X where n is a number from 0 to 10 and X is a counter ion and is preferably H ⁺ , N / A ⁺ and / or NH ⁴⁺ . Polymers selected from the group consisting of homo or copolymers of acrylamidomethylpropanesulfonic acid and its salts may be cross-linked or non-cross-linked. In the case of crosslinking, they contain monomer-based structural units that have 2 or more olefinic double bonds. In the case of crosslinking, preferably 0.1 to 10 mol% of such structural units are present in homo or copolymers, based on the overall polymer. If one or more structural units based on acrylamide methylpropanesulfonic acid and / or its salts in acrylamide-methylpropanesulfonic acid homo or copolymers and / or its salts have one or more counterions other than H ⁺ , these other counterions are preferably selected from the group consisting of Na ⁺ and NH ⁴⁺ . Suitable polymers are mentioned in publications including EP-0816403, EP-1069142, EP-1116733 and DE-10 2009 014877 (Clariant), EP-1347736 (L'Oreal) or EP-1496081 (Seppic). Examples include: Aristoflex® AVC (Acryloyldimethyltaurate Ammonium / VP Copolymer), Aristoflex® AVS (Acryloyldimethyltaurate Sodium / VP Crosspolymer), Aristoflex® TAC (Acryloyldimethyltaurate Carboxyethyl Acrylate Crosspolymer), HostaceriniumAmyperimecrym® AmynemyAcrylAmylAmyl Acrylate5-Hyperimethyl Acrylate® -25 Methacrylate Crosspolymer), Aristoflex® BLV (Acryloyldimethyltaurate / Beheneth-25 Methacrylate Cross Polymer, Aristoflex® HMS (Ammonium Hry (Ammoniocryarem)), Aristoflex® LNC (Acryl dimethyl acrylate-ammonium methacrylate copolymer-7 ammonium methacrylate copolymer) o Sepinov® EMT 10 (dimethyl acrylate / sodium hydroxyethyl acrylate copolymer), Sepigel® 305.

In at least one embodiment, the thickening polymer selected from the group consisting of: copolymers of at least one first type of monomer, selected from acrylic acid and methacrylic acid, and at least one second type of monomer, selected from acrylic fatty alcohol esters acid and ethoxylated; cross-linked polyacrylic acid; cross-linked copolymers of at least one first type of monomer, selected from acrylic acid and methacrylic acid, and at least one second type of monomer, selected from esters of acrylic acid with C ¹⁰ to C ³⁰ alcohols; copolymers of at least one first type of monomer, selected from acrylic acid and methacrylic acid, and at least one second type of monomer, selected from esters of itaconic acid and ethoxylated fatty alcohol; copolymers of at least a first type of monomer, selected from acrylic acid and methacrylic acid, at least a second type of monomer, selected from esters of itaconic acid and C ¹⁰ to C ³⁰ ethoxylated alcohol and a third type of monomer, selected from aminoalkyl C ¹ to C ⁴ acrylates; copolymers of two or more monomers selected from acrylic acid, methacrylic acid, acrylic esters, and methacrylic esters; copolymers of vinylpyrrolidone and ammonium acryloyldimethyltaurate; copolymers of ammonium acryloyldimethyltaurate and monomers selected from methacrylic acid esters and ethoxylated fatty alcohols; hydroxyethyl cellulose; hydroxypropyl cellulose; hydroxypropylguar; glyceryl polyacrylate; glyceryl polymethacrylate; copolymers of at least one C ² , C ³ or C ⁴ alkylene and styrene; polyurethanes; hydroxypropyl starch phosphate; polyacrylamide; decadiene cross-linked copolymer of maleic anhydride and methyl vinyl ether; carob seed flour; guar rubber; xanthan; dehydroxanthan; karaya rubber carrageenan; hydrolyzed cornstarch; copolymers of polyethylene oxide, fatty alcohols, and saturated methylene diphenyl diisocyanate (eg, PEG-150 / stearyl alcohol / SMDI copolymer); and mixtures thereof.

In at least one embodiment, the formulation has a pH value of 2.0 to 12.0, preferably 3.0 to 9.0, more preferably 4.5 to 7.5. By varying the pH value, a suitable formulation for different applications can be obtained.

In at least one embodiment, the formulation comprises an alkalizing agent or a pH adjusting agent. In at least one embodiment, ammonia or caustic soda is suitable, but water soluble, physiologically tolerable salts of organic and inorganic bases can also be considered. Optionally, the pH adjusting agent is selected from ammonium hydrogen carbonate, ammonia, monoethanolamine, ammonium carbonate. In at least one embodiment, the alkalizing agents are selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl- 1,3-propanediol, tris (hydroxyl-methyl) -aminomethane, 2-amino-1-butanol, tris- (2-hydroxypropyl) -amine, 2,2-iminobisetanol, lysine, iminourea (guanidine carbonate), tetrahydro- 1,4-oxazine, 2-amino-5-guanidine-valeric acid, 2-aminoethanesulfonic acid, diethanolamine, triethanolamine, N-methyl ethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, glucamine, sodium hydroxide, potassium hydroxide, potassium hydroxide , potassium, magnesium, lithium, lithium hydroxide and mixtures thereof.

To establish an acidic pH value, acid can be included. In at least one embodiment, the formulation comprises an acid selected from the group consisting of hydrochloric acid, phosphoric acid, acetic acid, formic acid, sulfuric acid, hydrochloric acid, citric acid, and mixtures thereof. Citric acid is the most preferred because it has a high consumer acceptance. In at least one embodiment, the acidic pH is adjusted with a buffer such as a phosphate buffer, a TRIS buffer, or a citric buffer. Buffers can be used alone or in combination with an acid.

In at least one embodiment, the formulation is in liquid form. In an alternative embodiment, the formulation is in solid form. Optionally, the formulation is in powder or granular form. This is advantageous because it is not necessary to send liquids, which are generally heavy over long distances, which has economic and environmental benefits. A solid form can be achieved by spray drying the formulation or using a rotary evaporator. The formulation can be converted to liquid form after it has been shipped, eg by adding water.

In at least one embodiment, the composition is selected from the group consisting of shampoo, body wash, cleanser facial, mask, bubble bath, intimate wash, bath oil, cleansing milk, micellar water, make-up remover, cleansing wipes, hair mask, perfume, liquid soap, shaving soap, shaving foam, cleansing foam, day cream, anti-aging cream, body milk, body lotion, body foam, facial serum, eye cream, sun cream, sun cream, face cream, after-shave lotion, pre-shave cream, depilatory cream, whitening gel skin, self-tanning cream, anti-acne gel, mascara, foundation, primer, concealer, blush, bronzer, balm cream (bb), eyeliner, night cream, brow gel, highlighter, lip stain, disinfectant for hands, hair oil, nail polish remover, conditioner, hair styling gel, hair styling cream, anti-frizz serum, scalp treatment, hair coloring, split ends liquid, deodorant, anti-perspiration rante, baby cream, insect repellent, hand cream, sunscreen gel, foot cream, scrub, body scrub, cellulite treatment, bar soap, cuticle cream, lip balm, hair treatment, eye shadow eyes, bath additive, body mist, eau de toilette, mouthwash, toothpaste, lubricating gel, moisturizer, serum, toner, aqueous sorbet, cream gel, styling foam, dry shampoo, lipstick, lip gloss , hydroalcoholic gel, body oil, shower milk, highlighter, lipstick, hair spray, styling cream and sunscreen.

In at least one embodiment, the formulation is a household cleaning formulation.

In at least one embodiment, the formulation is a hand dishwashing formulation. In at least one embodiment, the manual dishwashing formulation comprises an anionic surfactant. In at least one embodiment, the manual dishwashing formulation comprises from 5% by weight to 25% by weight of anionic surfactant. In at least one embodiment, the manual dishwasher formulation comprises a surfactant system comprising at least one anionic surfactant and an additional surfactant selected from nonionic surfactants, amphoteric surfactants, or zwitterionic surfactants. Preferably, the hand dishwashing formulation comprises cocoamidopropyl betaine or an amine oxide. Preferably, the amine oxide is laurylamine oxide, cocoylamine oxide, or a combination thereof. In at least one embodiment, the pH value of the manual dishwashing formulation is between pH 5.0 and pH 10, preferably pH 5.5 to 9.0. In the case of the dishwasher formulation comprising an amine oxide, the dishwasher formulation preferably has a pH between pH 7.5 and pH 9.5, most preferably pH 8.0 and pH 9.0.

In at least one embodiment, the formulation is a hard surface cleaner. In at least one embodiment, the hard surface cleaner comprises an anionic surfactant. In at least one embodiment, the hard surface cleaner comprises from 1% by weight to 10% by weight of anionic surfactant. In at least one embodiment, the hard surface cleaner comprises a nonionic surfactant. In at least one embodiment, the hard surface cleaner comprises from 1% by weight to 10% by weight of nonionic surfactant. In at least one embodiment, the hard surface cleaner comprises a surfactant system comprising at least one anionic surfactant and an additional surfactant selected from nonionic surfactants, amphoteric surfactants, and zwitterionic surfactants, or combinations thereof. Preferably, the hard surface cleaner comprises linear alkylbenzenesulfonate and fatty alcohol ethoxylate. In at least one embodiment, the pH value of the hard surface cleaner is between pH 5.0 and pH 11, preferably pH 6.0 to pH 9.0.

In at least one embodiment, the formulation is a liquid laundry detergent formulation comprising one or more surfactants. Preferably, the one or more surfactants in the liquid laundry detergent formulation are selected from the group consisting of anionic, nonionic, cationic, and zwitterionic surfactants, and more preferably from the group consisting of anionic, nonionic, and zwitterionic surfactants. zwitterionic.

Anionic surfactants

In at least one embodiment, the formulation comprises an anionic surfactant. Anionic surfactants are particularly useful in cleaning formulations such as household cleaning formulations. Preferred anionic surfactants are alkyl sulfonates and alkyl ether sulfates.

Preferred alkylsulfonates are alkylbenzene sulfonates, particularly linear alkylbenzene sulfonates (LAS) having a C8-C15 alkyl chain length. Possible counter ions for concentrated alkaline liquids are ammonium ions, e.g., those generated by the neutralization of alkylbenzenesulfonic acid with one or more ethanolamines, for example monoethanolamine (MEA) and triethanolamine (TEA), or alternatively, alkali metals, for example eg, those arising from the neutralization of alkylbenzenesulfonic acid with alkali hydroxides. Linear alkylbenzenesulfonate surfactants can be LAS with an alkyl chain length of preferably 8 to 15 and more preferably 12 to 14. Preferred alkyl ether sulfates (AES) are anionic alkyl polyethoxylate sulfate surfactants.

Nonionic surfactants

In at least one embodiment, the formulation comprises a nonionic surfactant. Nonionic surfactants include primary and secondary alcohol ethoxylates, especially C8-C20 aliphatic alcohol ethoxylated with an average of 1 to 20 moles of ethylene oxide per mole of alcohol, and more especially the C10-C15 ethoxylated primary and secondary aliphatic alcohols. an average of 1 to 10 moles of ethylene oxide per mole of alcohol. Non-ethoxylated nonionic surfactants include alkylpolyglycosides, glycerol monoethers, and polyhydroxyamides (glucamide). They can use mixtures of nonionic surfactants.

When included therein, the household cleaning formulation, particularly the liquid laundry detergent formulation, preferably comprises from 0.2% by weight to 40% by weight, more preferably 1% by weight to 20% by weight. of nonionic surfactant, such as alcohol ethoxylate, nonylphenol ethoxylate, alkylpolyglycoside, alkyldimethylamine oxide, ethoxylated fatty acid monoethanolamide, fatty acid monoethanolamide, polyhydroxyalkyl fatty acid amide, N-acyl N-alkyl derivatives ("glucosamides") , or combinations thereof. Nonionic surfactants that can be used include the primary and secondary alcohol ethoxylates, especially the C8-C20 aliphatic alcohols ethoxylated with an average of 1 to 35 moles of ethylene oxide per mole of alcohol, and more especially the C10 primary and secondary alcohols. -C15. aliphatic alcohols ethoxylated with an average of 1 to 10 moles of ethylene oxide per mole of alcohol.

Zwitterionic surfactants

In at least one embodiment, the formulation comprises a zwitterionic surfactant. The liquid laundry detergent formulation may comprise a zwitterionic surfactant, eg, amine oxide or betaine, preferably in an amount of up to 10% by weight based on the total weight of the liquid laundry detergent formulation. of clothes.

The betaines can be alkyldimethyl betaines or alkylamido betaines, where the alkyl groups have C12-18 chains.

Additional surfactants

In at least one embodiment, the liquid laundry detergent formulation comprises a surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, and mixtures thereof; preferably the surfactant is selected from the group consisting of linear alkylbenzenesulfonates, alkyl ether sulfates, nonionic surfactants, amine oxides, and betaines; and more preferably selected from the group consisting of linear alkylbenzenesulfonates, alkyl ether sulfates, and nonionic surfactants.

Other surfactants other than the preferred LAS, AES and nonionic surfactants can be added to the formulation in accordance with the sixth aspect.

Although less preferred, some alkyl sulfate surfactant can be used, especially the non-ethoxylated C12-15 primary and secondary alkyl sulfates. Soap can also be used. Soap levels are preferably less than 10% by weight.

Preferably, the one or more surfactants in liquid laundry detergent formulations are present in an amount of at least 5% by weight, more preferably 5% by weight to 65% by weight, even more preferably 6 to 60% % by weight and most preferably 7% by weight to 55% by weight, in each case based on the total weight of the liquid laundry detergent formulation.

Additional optional ingredients

Household cleaning formulations may comprise one or more optional ingredients, eg, they may comprise conventional ingredients commonly used in detergent compositions, especially laundry detergent compositions. Examples of optional ingredients include, but are not limited to, adjuvants, bleaching agents, active bleaching compounds, bleach activators, bleach catalysts, photo-bleaches, dye transfer inhibitors, color protection agents, anti-redeposition agents, dispersing agents, fabric softeners and antistatic agents. fluorescent whitening agents, enzymes, enzyme stabilizing agents, foam regulators, defoamers, odor reducers, preservatives, disinfecting agents, hydrotropes, fiber lubricants, anti-shrinkage agents, buffers, fragrances, processing aids, colorants, colorants, pigments, anticorrosive agents, fillers, stabilizers and other conventional ingredients for laundry or laundry detergent compositions.

Polymer

To increase detergency, it may be advantageous to use a polymer in household cleaning formulations, particularly in liquid laundry detergent formulations. This polymer is preferably a polyalkoxylated polyethyleneimine (EPEI). Polyethyleneimines are materials composed of ethyleneimine units -CH ² CH ² NH- and, when branched, the hydrogen in the nitrogen is replaced by another chain of ethylene imine units. These polyethyleneimines can be prepared, for example, by polymerizing ethyleneimine in the presence of a catalyst such as carbon dioxide, sodium bisulfite, sulfuric acid, hydrogen peroxide, hydrochloric acid, acetic acid, and the like. Specific procedures for preparing these polyamine backbones are described in US 2,182,306, US 3,033,746, US 2,208,095, US 2,806,839 and US 2,553,696.

Household cleaning formulations, particularly liquid laundry detergent formulations may comprise other polymeric materials, for example: transfer inhibitor polymers dyes, anti-redeposition polymers and cotton polymers to release dirt, especially those based on modified cellulosic materials. Especially when EPEI is not present, the formulation may further comprise a polymer of polyethylene glycol and vinyl acetate, for example the lightly grafted copolymers described in WO 2007/138054. Such amphiphilic graft polymers based on water-soluble polyalkylene oxides as a graft base and side chains formed by polymerization of a vinyl ester component have the ability to allow the reduction of surfactant levels while maintaining high levels of removal of oily dirt.

Hydrotropes

In at least one embodiment, the formulation comprises a hydrotrope. As used herein, "hydrotrope" is a solvent that is neither water nor conventional surfactant, and that aids in the solubilization of surfactants and other components, especially any polymer and / or sequestrant, in the liquid, to render it isotropic. Hydrotropes are particularly useful in household cleaning formulations. Suitable hydrotropes include the following: monopropylene glycol (MPG), glycerol, sodium cumenesulfonate, ethanol, other glycols, eg dipropylene glycol, dietitians, and urea. MPG and glycerol are preferred hydrotropes.

Enzymes

In at least one embodiment, the formulation, particularly the liquid laundry detergent formulation, comprises an enzyme. In at least one embodiment, the enzyme is selected from the group consisting of protease, mannanase, pectate lyase, cutinase, esterase, lipase, amylase, cellulase, and combinations thereof. Less preferred additional enzymes can be selected from peroxidase and oxidase. The enzymes are preferably present with the corresponding enzyme stabilizers. The total content of enzymes in the formulation is preferably from 0% by weight to 5% by weight, more preferably from 0.5% by weight to 5% by weight and even more preferably from 1% by weight to 4% by weight, by total weight of the formulation.

Sequestrants

Sequestrants are preferably included in the formulation, particularly in household cleaning formulations. Preferred sequestrants include organic phosphonates, alkanohydroxyphosphonates and carboxylates available under the brand name DEQUEST from Thermphos. The preferred sequestering level is less than 10% by weight and preferably less than 5% by weight by total weight of the formulation. A particularly preferred sequestrant is HEDP (1-hydroxyethylidene-1,1-diphosphonic acid), for example sold as Dequest 2010. Also suitable but less preferred as it provides inferior cleaning results is Dequest® 2066 (diethylenetriamine penta (methylene phosphonic acid) ) or heptasodium DTPMP).

Tampons

In at least one embodiment, the formulation, particularly the liquid laundry detergent formulation, comprises a buffer. In addition to agents optionally included for the generation of anionic surfactants, eg, from LAS or fatty acids, the presence of buffer for pH control is preferred. Possible buffers are one or more ethanolamines, eg, monoethanolamine (MEA) or triethanolamine (TEA). They are preferably used in the formulation at levels of 1.0 to 15% by weight. Other suitable amino alcohol buffer materials can be selected from the group consisting of compounds having a molecular weight greater than 61 g / mol, including MEA. Suitable materials also include, in addition to the materials already mentioned: monoisopropanolamine, diisopropanolamine, triisopropanolamine, monoaminohexanol, 2 - [(2-methoxyethyl) methylamino] -ethanol, propanolamine, N-methylethanolamine, diethanolamine, monobutanolamine, monopeutanolamine, isobutanolamine, isobutanolamine, isobutanolamine 3- (2-methoxyethoxy) -2-propanol, 2-methyl-4- (methylamino) -2-butanol and their mixtures.

Possible alternatives to aminoethanol buffers are alkali hydroxides, such as sodium hydroxide or potassium hydroxide.

Examples

The following examples are intended to illustrate the object of the invention without restricting it thereto.

Synthesis examples of compound X of the first aspect

Synthesis Example 1: Preparation of N-octanoyl-N-methyl cyclic glucamide:

In a 250 ml glass flask (equipped with a stirrer, dropping funnel, water separator, nitrogen line and vacuum line) 221.8 g of an aqueous solution of approx. 44% N-methyl-glucamine (0.50 mol). During stirring, this solution is heated to 135 ° C to evaporate the water. Then 0.003 mPa.s of vacuum is applied for 1 h at 135 ° C. Then the temperature is increased to 160 ° C and the vacuum is broken with nitrogen. 72.1 g (0.50 mol) of warm octanoic acid (120 ° C) are slowly added to the hot melt of N-methyl-glucamine to avoid foaming and gel phases. With a moderate stream of nitrogen, the reaction mixture is stirred for additional hours (approximately 6) to obtain the acid concentration below 1% (titration acid number) and the reaction water is collected throughout the time. Then the hot mixture is filled into a suitable glass bottle. 150 g of a high viscosity yellow to brownish liquid are obtained. The resulting product contains 92% of the desired cyclic N-octanoyl-N-methyl glucamide as measured by GC after derivatization.

Synthesis Example 2: The steps according to Synthesis Example 1 are followed, except that (0.50 moles) of warm octanoic acid (120 ° C) are replaced with 0.50 moles of warm decanoic acid (120 ° C ). The resulting product contains cyclic N-decanoyl-N-methyl glucamide as measured by GC after derivatization.

Synthesis Example 3: The steps according to Synthesis Example 1 are followed, except that the (0.50 mol) of warm octanoic acid (120 ° C) is replaced with 0.50 moles of a mixture of warm decanoic acid (120 ° C) and octanoic acid. The resulting product contains a mixture of N-octanoyl-N-methyl cyclic glucamide and N-decanoyl-N-methyl cyclic glucamide as measured by GC after derivatization.

Table 1: Example compositions of the first aspect

Table 2: Example of third aspect concentrates

Table 3: Examples of formulations of the sixth aspect.

Table 3: Examples of formulations of the sixth aspect (continued)

Table 3: Examples of formulations of the sixth aspect (continued)

Table 3: Examples of formulations of the sixth aspect (continued)

Table 3: Examples of formulations of the sixth aspect (continued)

Table 3: Examples of formulations of the sixth aspect (continued)

Examples of procedures for using the formulations:

Example 1 in Table 3 is a shampoo formulation. The shampoo formulations of the present invention are used in a conventional manner to cleanse and condition hair or skin. For example, an effective amount of the hair or skin cleansing and conditioning composition is applied to the hair or skin, which has preferably already been moistened with water, and then rinsed off. Such effective amounts generally range from about 1 gram to about 50 grams, preferably from about 1 gram to about 20 grams. Application to the hair typically includes working the composition through the hair in such a way that most or all of the hair is in contact with the composition. For example, for cleaning and conditioning the hair or skin comprises the steps of: a) moistening the hair or skin with water, b) applying an effective amount of the shampoo composition to the hair or skin, and c) rinsing the applied areas of skin or hair with water. These steps can be repeated as many times as desired to achieve the desired cleaning and / or conditioning benefit.

Experiment 1

To test the inhibition of bacteria, Composition 6 from Table 1 above was diluted in butyl polyglycol and added in different concentrations to liquid Caso-Agar at 50 ° C and buffered at pH 7 (+/- 0.2). To test yeast and mold inhibition, Composition 6 was diluted in butyl polyglycol and added in different concentrations to 4% Sabouraud-Dextrose-Agar liquid at 50 ° C and buffered to pH 5.6 (+/- 0.2). Each of the solutions is poured into a Petri dish and inoculated with the same amount of bacteria, yeast, or mold, respectively. The minimum inhibitory concentration (MIC) is the lowest concentration of Composition 6 that inhibits the growth of the respective microorganism where the next lower dilution does not inhibit the growth of said microorganism.

The experiments were carried out under scientifically fair conditions in order to make a proper comparison and draw conclusions.

Table 4: MIC data table:

Conclusions:

The data shows the excellent performance of Composition 6 against a wide range of microorganisms. MIC values are very strong against Staphylococcus aureus, Klebsiella pneunomia , and Cornyebacteria. The latter are found in the human body in areas where a lot of sweat is produced, therefore a reduction of the odor of Composition 6 is concluded. Composition 6 is strong against fungi, especially Malassezia species, which are found on the scalp human, and the source of dandruff.

Therefore, an anti-dandruff activity on human scalp is concluded.

The structure of Compound X is chemically more stable than comparable market standards (sorbitan caprylate, glyceryl caprylate) versus high / low pH, as the amide bond is more stable than an ester bond. This allows its use in a wider range of formulations in application areas, without compromising performance.

The increased water solubility of Compound X is a characteristic not found in comparable market standards. It is highly appreciated by formulators because it makes it easy to formulate the ingredient in all types of formulations that contain water. Compound X is less likely to precipitate / grow in the respective formulation, contributing not only to microbiological stability, but also ensuring formulation stability.

Compound X has a relatively high hydrophilic lipophilic balance HLB value (Composition 6 = HLB of 10.2) and this allows its use as a non-ionic emulsifier in emulsions and as a solubilizer for additives in all types of formulations.

Experiment 2

A similar experiment was carried out versus Experiment 1. The composition employed in this second experiment is almost identical in composition to Composition 6 of Table 1 above, and differs only slightly in the exact levels of the components. Composition 6a is in accordance with the first aspect of the present invention. Herein, a comparison is made with the efficacy of phenoxyethanol, alone and in combination with Composition 6a.

Table 5: MIC data table:

Conclusions:

The data shows the MIC of Composition 6a, the MIC of Phenoxyethanol and the MIC of a 1: 1 mixture of both ingredients towards the listed microorganisms. The MIC test consists of dilution experiments until the growth of the respective organism is inhibited, therefore the lower the MIC is the better. Without any synergistic effect, the mixtures should give a linear interpolation between the values of both pure products. In Table 5 it can be seen that the values versus all organisms are surprisingly lower than the bulk materials. This is a synergistic effect because the blend is more active than the expected interpolation. This synergy is beneficial to save preservatives and to protect formulations with a reduced amount of preservatives, as well as to access preservatives that are too weak for use without a synergistic preservative booster.

Claims (15)

1. A composition for inhibiting microorganisms wherein the composition comprises at least 30% by weight of compound X, wherein compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. 2. The composition according to claim 1, wherein the composition is an aqueous solution. The composition according to any of the preceding claims, wherein the composition comprises at least 40% by weight, preferably at least 50% by weight, more preferably at least 60% by weight, even more preferably 70% by weight of compound X. The composition according to any of the preceding claims, wherein the composition is a pumpable liquid. Composition according to any one of the preceding claims, in which the viscosity of the composition is from 1 mPa.s to 20,000 mPa.s. 6. The composition according to any of the preceding claims, wherein compound X is a mixture of compounds according to Formula (I) wherein R is - (CH2) 8CH3 or - (CH2) 6CH3. The composition according to any of the preceding claims, wherein the composition comprises a solvent selected from the group consisting of water, glycols, ethanol, and combinations thereof. The composition according to any of the preceding claims, wherein the composition, in addition to compound X, comprises less than 1%, by total weight of the composition, of any antimicrobial active. 9. A process for synthesizing the composition according to any one of claims 1 to 8 comprising: (a) Contacting N-methyl-glucamine with octanoic acid, decanoic acid, or a mixture thereof, to form a reaction mixture; (b) Heating the reaction mixture to boil any water; (c) Allow the reaction mixture to react for at least 1 hour; (d) Optionally isolate a composition according to any of claims 1 to 8. 10. A preservative concentrate comprising: - compound X, in which compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof; Y - an antimicrobial active. The concentrate according to claim 10, wherein the weight ratio of compound X to active antimicrobial is 1: 9 to 9: 1. 12. The concentrate according to any of claims 10 to 11, wherein the antimicrobial active is a preservative, wherein the preservative is selected from the group consisting of aromatic alcohols, organic acids and salts thereof, hydroxypyridones, alkyl diols, halogenated compounds, isothiazolinones, and combinations thereof. 13. Use of compound X as a preservative booster or non-therapeutic use as an antimicrobial agent, wherein compound X is in accordance with Formula (I):

wherein R is a saturated or unsaturated hydrocarbon chain having seven or nine carbon atoms, or a mixture thereof. 14. The use according to claim 13, wherein compound X is a mixture of compounds according to Formula I wherein R is - (CH2) 8CH3 or - (CH2) 6CH3. 15. A method for reducing the effects of microorganisms, wherein the method comprises adding the composition according to any of claims 1 to 8 to an active antimicrobial to form a formulation.